Product Name

  • Name

    7-Methoxy-1-tetralone

  • EINECS 229-916-0
  • CAS No. 6836-19-7
  • Article Data69
  • CAS DataBase
  • Density 1.124 g/cm3
  • Solubility 309mg/L at 25℃
  • Melting Point 59-63 °C(lit.)
  • Formula C11H12O2
  • Boiling Point 312.3 °C at 760 mmHg
  • Molecular Weight 176.215
  • Flash Point 145.8 °C
  • Transport Information
  • Appearance Off-white powder
  • Safety 22-24/25-36-26
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 6836-19-7 (7-Methoxy-1-tetralone)
  • Hazard Symbols HarmfulXn
  • Synonyms 7-Methoxy-1,2,3,4-tetrahydro-1-oxonaphthalene;3,4-Dihydro-7-methoxy-1(2H)-naphthalenone;7-Methoxy-1,2,3,4-tetrahydro-1-naphthalenone;
  • PSA 26.30000
  • LogP 2.21420

Synthetic route

4-(4-methoxyphenyl) butanoyl chloride
6836-18-6

4-(4-methoxyphenyl) butanoyl chloride

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
With Fe-Al-MCM-41 molecular sieve In toluene at 60℃; for 18h; Green chemistry;98.4%
unter vermindertem Druck;
With aluminium trichloride; 1,1,2,2-tetrachloroethane at -5℃;
7-methoxy-1,2,3,4-tetrahydro-1-naphthol
32820-10-3

7-methoxy-1,2,3,4-tetrahydro-1-naphthol

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
With acetone In toluene at 80℃; for 0.25h; Flow reactor;96%
4-(4-Methoxyphenyl)butyric acid
4521-28-2

4-(4-Methoxyphenyl)butyric acid

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
With phosphoric acid; phosphorus pentoxide at 70 - 80℃; for 2h;94%
With trifluoroacetic anhydride In 1,2-dichloro-ethane at 0 - 20℃; Friedel-Crafts acylation;94%
With trichloroacetic acid anhydride at 70℃; Friedel Crafts acylation; Neat (no solvent);92%
(7-Methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-methanol
106336-27-0

(7-Methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-methanol

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
With dipyridinium dichromate; Celite In dichloromethane at 25℃; for 24h;79%
dimethyl 1,2-dihydro-4-hydroxy-6-methoxynaphthalene-1,3-dicarboxylate
666177-27-1

dimethyl 1,2-dihydro-4-hydroxy-6-methoxynaphthalene-1,3-dicarboxylate

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
With sodium chloride In dimethyl sulfoxide at 200℃;65%
4-(4-Methoxy-phenyl)-butyryl azide

4-(4-Methoxy-phenyl)-butyryl azide

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
64%
7-methoxy-8a-methyl-1,2,3,4,6,8a-hexahydro-naphthalen-1-one
65128-90-7

7-methoxy-8a-methyl-1,2,3,4,6,8a-hexahydro-naphthalen-1-one

A

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

(6S,8aS)-6-Hydroxy-7-methoxy-8a-methyl-3,4,6,8a-tetrahydro-2H-naphthalen-1-one

(6S,8aS)-6-Hydroxy-7-methoxy-8a-methyl-3,4,6,8a-tetrahydro-2H-naphthalen-1-one

(6R,8aS)-6-Hydroxy-7-methoxy-8a-methyl-3,4,6,8a-tetrahydro-2H-naphthalen-1-one

(6R,8aS)-6-Hydroxy-7-methoxy-8a-methyl-3,4,6,8a-tetrahydro-2H-naphthalen-1-one

Conditions
ConditionsYield
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 4℃; pH=8.3;A 63%
B 20%
C 12%
1,1-(1,2-Benzenediyldithio)-7-methoxy-1,2,3,4-tetrahydronaphthalene
87543-05-3

1,1-(1,2-Benzenediyldithio)-7-methoxy-1,2,3,4-tetrahydronaphthalene

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; mercury(II) oxide In tetrahydrofuran; water62%
With tetrahydrofuran; mercury(II) oxide; boron trifluoride diethyl etherate56%
1-(3-methoxyphenyl)cyclobutan-1-ol
1202643-83-1

1-(3-methoxyphenyl)cyclobutan-1-ol

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
With potassium carbonate; copper(II) sulfate; Selectfluor In water; acetonitrile at 60℃; for 5h;59%
8a-allyl-7-methoxy-1,2,3,4,6,8a-hexahydro-naphthalen-1-one
310897-19-9

8a-allyl-7-methoxy-1,2,3,4,6,8a-hexahydro-naphthalen-1-one

A

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

(6S,8aS)-8a-Allyl-6-hydroxy-7-methoxy-3,4,6,8a-tetrahydro-2H-naphthalen-1-one

(6S,8aS)-8a-Allyl-6-hydroxy-7-methoxy-3,4,6,8a-tetrahydro-2H-naphthalen-1-one

(6R,8aS)-8a-Allyl-6-hydroxy-7-methoxy-3,4,6,8a-tetrahydro-2H-naphthalen-1-one

(6R,8aS)-8a-Allyl-6-hydroxy-7-methoxy-3,4,6,8a-tetrahydro-2H-naphthalen-1-one

Conditions
ConditionsYield
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 4℃; pH=8.3;A 54%
B 22.5%
C 12.5%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

6-methoxy-1,2,3,4-tetrahydronaphthalene
1730-48-9

6-methoxy-1,2,3,4-tetrahydronaphthalene

A

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

B

6-methoxy-2,3-dihydronaphthalene-1,4-dione

6-methoxy-2,3-dihydronaphthalene-1,4-dione

C

1-tert-butylperoxy-6-methoxytetralin

1-tert-butylperoxy-6-methoxytetralin

D

1-tert-butylperoxy-7-methoxytetralin

1-tert-butylperoxy-7-methoxytetralin

E

6-methoxy-3,4-dihydro-1(2H)-naphthalenone
1078-19-9

6-methoxy-3,4-dihydro-1(2H)-naphthalenone

Conditions
ConditionsYield
With copper(II) choride dihydrate; tetrabutyl-ammonium chloride; sodium carbonate; 2,2′‐biquinoline‐4,4′‐dicarboxylic acid dipotassium salt In water at 20℃; for 17h; Green chemistry;A 8%
B 12%
C n/a
D n/a
E 50%
7-methoxy-1,2,3,4-tetrahydro-1-naphthol
32820-10-3

7-methoxy-1,2,3,4-tetrahydro-1-naphthol

A

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

B

(+)-(S)-7-Methoxy-1-tetralol
182965-69-1

(+)-(S)-7-Methoxy-1-tetralol

C

(-)-(R)-7-Methoxy-1-tetralol

(-)-(R)-7-Methoxy-1-tetralol

Conditions
ConditionsYield
With 4-vinylbenzyl chloride; [N,N'-bis(2-cyclohexyloxycarbonyl-3-oxobutylidene)-(1S,2S)-dimesitylethylenediaminato]cobalt(II); oxygen In tert-butyl alcohol at 20 - 50℃; for 12h; Resolution of racemate; optical yield given as %ee;A 41.9%
B n/a
C n/a
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

6-methoxy-1,2,3,4-tetrahydronaphthalene
1730-48-9

6-methoxy-1,2,3,4-tetrahydronaphthalene

A

7-methoxy-1,2,3,4-tetrahydro-1-naphthol
32820-10-3

7-methoxy-1,2,3,4-tetrahydro-1-naphthol

B

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

C

6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol
16821-32-2

6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol

D

1-tert-butylperoxy-6-methoxytetralin

1-tert-butylperoxy-6-methoxytetralin

E

1-tert-butylperoxy-7-methoxytetralin

1-tert-butylperoxy-7-methoxytetralin

F

6-methoxy-3,4-dihydro-1(2H)-naphthalenone
1078-19-9

6-methoxy-3,4-dihydro-1(2H)-naphthalenone

Conditions
ConditionsYield
With copper(II) choride dihydrate; tetrabutyl-ammonium chloride; sodium carbonate; 2,2′‐biquinoline‐4,4′‐dicarboxylic acid dipotassium salt In water at 20℃; for 17h; Green chemistry;A n/a
B 17%
C n/a
D n/a
E n/a
F 39%
6-methoxy-1,2,3,4-tetrahydronaphthalene
1730-48-9

6-methoxy-1,2,3,4-tetrahydronaphthalene

A

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

B

6-methoxy-3,4-dihydro-1(2H)-naphthalenone
1078-19-9

6-methoxy-3,4-dihydro-1(2H)-naphthalenone

Conditions
ConditionsYield
With tert.-butylhydroperoxide; chromium(VI) oxide In dichloromethane for 9h; Ambient temperature;A 17%
B 36%
With tert.-butylhydroperoxide; bis-(tributyltin oxide) dioxochromium(VI) In dichloromethane at 40℃; for 7.5h;A 15%
B 32%
With tert.-butylhydroperoxide; 2,4-dimethyl-2,4-pentanediol cyclic Cr(VI) ester In tetrachloromethane; dichloromethane at 0℃; for 8h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With potassium permanganate; copper(II) sulfate In dichloromethane for 72h; Heating;A 5 % Chromat.
B 85 % Chromat.
6-methoxy-1,2,3,4-tetrahydronaphthalene
1730-48-9

6-methoxy-1,2,3,4-tetrahydronaphthalene

A

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

B

6-methoxy-2,3-dihydronaphthalene-1,4-dione

6-methoxy-2,3-dihydronaphthalene-1,4-dione

C

6-methoxy-3,4-dihydro-1(2H)-naphthalenone
1078-19-9

6-methoxy-3,4-dihydro-1(2H)-naphthalenone

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium hydrogencarbonate; dirhodium(II) tetrakis(caprolactam) In decane; 1,2-dichloro-ethane at 20℃; for 16h; Title compound not separated from byproducts;A n/a
B 29%
C n/a
7-hydroxy-1-tetralone
22009-38-7

7-hydroxy-1-tetralone

dimethyl sulfate
77-78-1

dimethyl sulfate

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
With potassium carbonate In acetone for 2.5h; Heating; Yield given;
dimethyl sulfate
77-78-1

dimethyl sulfate

7-hydroxy-1-oxo-tetralin

7-hydroxy-1-oxo-tetralin

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
With sodium hydroxide
7-methoxy-3,4-dihydro-2H-<1-14C>naphthalen-1-one

7-methoxy-3,4-dihydro-2H-<1-14C>naphthalen-1-one

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
Herstellung;
methoxybenzene
100-66-3

methoxybenzene

(+-)-propylsuccinic acid-anhydride

(+-)-propylsuccinic acid-anhydride

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 73.4 percent / AlCl3 / nitromethane / 12 h / 0 - 25 °C
2: 95 percent / NH2NH2*H2O; KOH / bis-(2-hydroxy-ethyl) ether / 7 h / 130 - 195 °C
3: 87.7 percent / H3PO4; P2O5 / 3 h / 70 - 80 °C
View Scheme
Multi-step reaction with 3 steps
1: Zn; HCl / toluene
2: PPA
View Scheme
4-(4-methoxy-phenyl)-4-oxo-butyric acid
3153-44-4

4-(4-methoxy-phenyl)-4-oxo-butyric acid

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / NH2NH2*H2O; KOH / bis-(2-hydroxy-ethyl) ether / 7 h / 130 - 195 °C
2: 87.7 percent / H3PO4; P2O5 / 3 h / 70 - 80 °C
View Scheme
Multi-step reaction with 2 steps
1: Zn; HCl / toluene
2: PPA
View Scheme
Multi-step reaction with 2 steps
1: Zn/HCl
2: CF3COOH, (CF3COO)2O
View Scheme
4-(4-methoxyphenyl)-3-butenoic acid
91142-97-1

4-(4-methoxyphenyl)-3-butenoic acid

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen / Pd/C / tetrahydrofuran / 3 h / 20 °C / 760.21 Torr
2: 94 percent / trifluoroacetic anhydride / 1,2-dichloro-ethane / 0 - 20 °C
View Scheme
C23H38O3Sn

C23H38O3Sn

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrochloric acid / H2O / 0.25 h / 20 °C
2: hydrogen / Pd/C / tetrahydrofuran / 3 h / 20 °C / 760.21 Torr
3: 94 percent / trifluoroacetic anhydride / 1,2-dichloro-ethane / 0 - 20 °C
View Scheme
methoxybenzene
100-66-3

methoxybenzene

(+-)-hept-2t(?)-en-4-ol

(+-)-hept-2t(?)-en-4-ol

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: AlCl3
2: Zn/HCl
3: CF3COOH, (CF3COO)2O
View Scheme
methoxybenzene
100-66-3

methoxybenzene

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: 85 percent / polyphosphoric acid / 90 °C
View Scheme
Multi-step reaction with 3 steps
1: 72 percent / AlCl3 / nitrobenzene / Ambient temperature
2: 87 percent / Zn, conc. HCl, HgCl2 / H2O; toluene / 24 h / Heating
3: 94 percent / P2O5, H3PO4 / 2 h / 70 - 80 °C
View Scheme
Multi-step reaction with 3 steps
1.1: aluminum (III) chloride / nitrobenzene / 0.5 h / 20 °C
1.2: 60 °C
2.1: palladium 10% on activated carbon; hydrogen / acetic acid / 70 °C
3.1: polyphosphoric acid / 90 °C
View Scheme
1-<4,4-(1,2-Benzenediyldithio)but-3-enyl>-4-methoxybenzene
87543-11-1

1-<4,4-(1,2-Benzenediyldithio)but-3-enyl>-4-methoxybenzene

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 74 percent / p-toluenesulfonic acid / acetonitrile / 24 h / 0 °C
2: 56 percent / HgO, aq. THF / BF3.Et2O
View Scheme
Multi-step reaction with 2 steps
1: 74 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 40 - 50 °C
2: 62 percent / mercury(II) oxide, BF3*Et2O / tetrahydrofuran; H2O
View Scheme
7-Oxa-bicyclo[4.1.0]heptan-2-one oxime
58008-75-6

7-Oxa-bicyclo[4.1.0]heptan-2-one oxime

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 72 percent / NaHCO3, CF3CO3H, urea / acetonitrile / 1.42 h / 0 °C
2: 85 percent / pyridinium chlorochromate / CH2Cl2 / 3.2 h / 23 °C
3: toluene / 19 h / 80 °C
4: 1.) hydrochloric acid 2.)DBN / 1.) THF, 0 deg C, 30 min, 2.) 0 deg C, 1 h
5: K2CO3 / acetone / 2.5 h / Heating
View Scheme
3-nitro-2-cyclopenten-1-one
77970-17-3

3-nitro-2-cyclopenten-1-one

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene / 19 h / 80 °C
2: 1.) hydrochloric acid 2.)DBN / 1.) THF, 0 deg C, 30 min, 2.) 0 deg C, 1 h
3: K2CO3 / acetone / 2.5 h / Heating
View Scheme
3-nitro-2-cyclohexen-1-ol
67730-57-8

3-nitro-2-cyclohexen-1-ol

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 85 percent / pyridinium chlorochromate / CH2Cl2 / 3.2 h / 23 °C
2: toluene / 19 h / 80 °C
3: 1.) hydrochloric acid 2.)DBN / 1.) THF, 0 deg C, 30 min, 2.) 0 deg C, 1 h
4: K2CO3 / acetone / 2.5 h / Heating
View Scheme
5-Methoxy-4a-nitro-7-trimethylsilanyloxy-3,4,4a,5,8,8a-hexahydro-2H-naphthalen-1-one

5-Methoxy-4a-nitro-7-trimethylsilanyloxy-3,4,4a,5,8,8a-hexahydro-2H-naphthalen-1-one

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) hydrochloric acid 2.)DBN / 1.) THF, 0 deg C, 30 min, 2.) 0 deg C, 1 h
2: K2CO3 / acetone / 2.5 h / Heating
View Scheme
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

7-methoxy-3,4-dihydronaphthalen-1(2H)-one oxime
20175-97-7

7-methoxy-3,4-dihydronaphthalen-1(2H)-one oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; potassium carbonate In methanol for 16h; Reflux;100%
With pyridine; hydroxylamine hydrochloride at 25℃; for 3h; Inert atmosphere;94%
With hydroxylamine hydrochloride; potassium carbonate In methanol; water for 3h; Heating;92%
diethyl 1-cyanomethylphosphonate
2537-48-6

diethyl 1-cyanomethylphosphonate

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

(7-methoxy-3,4-dihydro-2H-naphthalene-1-ylidene)acetonitrile
127299-26-7

(7-methoxy-3,4-dihydro-2H-naphthalene-1-ylidene)acetonitrile

Conditions
ConditionsYield
With sodium methylate In methanol at -20 - -10℃; for 24h; Reagent/catalyst; Wittig Rearrangement;100%
Stage #1: diethyl 1-cyanomethylphosphonate With potassium hydroxide In dimethyl sulfoxide at 15 - 25℃; for 1h; Industry scale;
Stage #2: 7-Methoxy-1-tetralone In tetrahydrofuran; dimethyl sulfoxide at 15 - 25℃; for 2.5h; Product distribution / selectivity;
95%
Stage #1: 7-Methoxy-1-tetralone With sodium hydride In 1,2-dimethoxyethane at 15℃; for 0.5h;
Stage #2: diethyl 1-cyanomethylphosphonate In monoethylene glycol diethyl ether at 10 - 15℃;
89%
N,N-phenylbistrifluoromethane-sulfonimide
37595-74-7

N,N-phenylbistrifluoromethane-sulfonimide

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

trifluoromethanesulfonic acid 7-methoxy-3,4-dihydronaphthalen-1-yl ester
724707-85-1

trifluoromethanesulfonic acid 7-methoxy-3,4-dihydronaphthalen-1-yl ester

Conditions
ConditionsYield
Stage #1: 7-Methoxy-1-tetralone With lithium hexamethyldisilazane In tetrahydrofuran at -79℃; for 0.75h;
Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -78 - 0℃; for 3h;
100%
With potassium hexamethylsilazane In tetrahydrofuran at -78℃; for 1h;96%
With potassium hexamethylsilazane In tetrahydrofuran at -78℃; for 1.5h;96%
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

7-methoxy-1,2,3,4-tetrahydro-1-naphthol
32820-10-3

7-methoxy-1,2,3,4-tetrahydro-1-naphthol

Conditions
ConditionsYield
With Tetrahydrofurfuryl alcohol; sodium tetrahydroborate; ethanol; (S,S)-(β-oxoaldiminato)cobalt(II) In chloroform at -20℃; for 12h;99%
With sodium tetrahydroborate In ethanol at 20℃; Inert atmosphere;99%
With methanol; sodium tetrahydroborate at 20℃;98%
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

2-chloro-7-methoxy-3,4-dihydronaphthalen-1(2H)-one
85299-01-0

2-chloro-7-methoxy-3,4-dihydronaphthalen-1(2H)-one

Conditions
ConditionsYield
With 2,2,3,4,5,6-hexachloro-cyclohexa-2,4-dien-1-one In ethanol for 4h; Reflux;99%
With 2,2,3,4,5,6-hexachloro-cyclohexa-2,4-dien-1-one In ethanol for 4h; Heating;76%
Stage #1: 7-Methoxy-1-tetralone With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: With p-toluenesulfonyl chloride In tetrahydrofuran at -78 - 20℃; for 1.33333h;
With N-chloro-succinimide; thiourea In methanol at 35℃; for 2h; Inert atmosphere;
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

8-bromo-7-methoxy-1,2,3,4-tetrahydronaphthalen-1-one
61362-78-5

8-bromo-7-methoxy-1,2,3,4-tetrahydronaphthalen-1-one

Conditions
ConditionsYield
With iron(III) chloride; N-Bromosuccinimide In acetonitrile at 20℃; for 4h;99%
With iron(III) chloride; N-Bromosuccinimide In acetonitrile at 20℃; for 10h;98%
With N-Bromosuccinimide In acetonitrile at 20℃;96%
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

(-)-(R)-7-Methoxy-1-tetralol

(-)-(R)-7-Methoxy-1-tetralol

Conditions
ConditionsYield
With C32H39BrMnN2O2P; potassium tert-butylate; hydrogen In methanol at 20℃; under 22502.3 Torr; for 16h; Glovebox; Autoclave; enantioselective reaction;99%
With potassium tert-butylate; hydrogen; trans-RuCl2[(S)-XylBINAP][(R)-IPHAN] In isopropyl alcohol; tert-butyl alcohol at 25℃; under 6840 Torr; for 8h;95%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C49H64FeNOP; hydrogen; sodium t-butanolate In isopropyl alcohol at 25 - 30℃; under 38002.6 Torr; for 12h; Autoclave; enantioselective reaction;95%
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

1-methylene-7-methoxy-1,2,3,4-tetrahydronaphthalene
107727-34-4

1-methylene-7-methoxy-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With (bromomethyl)triphenyl-λ5-phosphane; potassium tert-butylate In tetrahydrofuran at 20 - 50℃; for 1h; Wittig Olefination; Inert atmosphere;99%
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

2-(3,4,5-trimethoxybenzylidene)malononitrile
5688-82-4

2-(3,4,5-trimethoxybenzylidene)malononitrile

2-amino-5,6-dihydro-9-methoxy-4-(3,4,5-trimethoxyphenyl)benzo[h]quinoline-3-carbonitrile

2-amino-5,6-dihydro-9-methoxy-4-(3,4,5-trimethoxyphenyl)benzo[h]quinoline-3-carbonitrile

Conditions
ConditionsYield
With ammonium acetate; acetic acid In ethanol for 12h; Reflux;99%
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

acetonitrile
75-05-8

acetonitrile

2-(1-hydroxyl-7-methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetonitrile
59081-65-1

2-(1-hydroxyl-7-methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetonitrile

Conditions
ConditionsYield
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 0.5h;
Stage #2: 7-Methoxy-1-tetralone In tetrahydrofuran; hexane at -70℃; for 1h;
Stage #3: With ammonium chloride In tetrahydrofuran; hexane; water Product distribution / selectivity;
98.4%
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 0.5h; Cooling with ethanol-dry ice;
Stage #2: 7-Methoxy-1-tetralone In tetrahydrofuran; hexane at -70℃; for 1h; Concentration; Cooling with ether-dry ice;
98.4%
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;95%
Stage #1: 7-Methoxy-1-tetralone; acetonitrile With sodium hexamethyldisilazane In tetrahydrofuran at -80 - -70℃; for 0.75h; Inert atmosphere;
Stage #2: With ammonium chloride In tetrahydrofuran
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

1-chloro-7-methoxy-3,4-dihydronaphthalene-2-carboxaldehyde
77664-95-0

1-chloro-7-methoxy-3,4-dihydronaphthalene-2-carboxaldehyde

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate for 0.5h; Cooling with ice;
Stage #2: 7-Methoxy-1-tetralone at 20 - 70℃; for 2h;
98.1%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at -10℃; Vilsmeier-Haack reaction; Reflux;
Stage #2: 7-Methoxy-1-tetralone In N,N-dimethyl-formamide for 2h; Vilsmeier-Haack reaction; Reflux;
Stage #3: With water; sodium acetate In N,N-dimethyl-formamide Vilsmeier-Haack reaction;
93%
With trichlorophosphate at 0 - 90℃; Vilsmeier-Haack Formylation;91%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0 - 20℃;
Stage #2: 7-Methoxy-1-tetralone at 0 - 20℃; for 6h;
90%
With trichlorophosphate 1.) CH2Cl2, 27 deg C, 2 h, 2.) CH2Cl2, 27 deg C, 8 h; Yield given. Multistep reaction;
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

7-hydroxy-1-tetralone
22009-38-7

7-hydroxy-1-tetralone

Conditions
ConditionsYield
With hydrogen bromide; acetic acid In water at 120℃;98%
Stage #1: 7-Methoxy-1-tetralone With aluminum (III) chloride In toluene at 20 - 65℃; for 2.6h;
Stage #2: In toluene at 0 - 65℃; for 1.5h; Temperature;
96.4%
With aluminium trichloride In toluene Heating;95%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

7-methoxy-1-(trimethylsilyloxy)-1,2,3,4-tetrahydronaphthalene-1-carbonitrile
182621-29-0

7-methoxy-1-(trimethylsilyloxy)-1,2,3,4-tetrahydronaphthalene-1-carbonitrile

Conditions
ConditionsYield
With zinc(II) iodide In acetonitrile at 20℃; for 48h; Addition;98%
With zinc(II) iodide In dichloromethane at 25℃; for 24h;
With zinc(II) iodide
With zinc(II) iodide In dichloromethane at 20℃;
With zinc(II) iodide In nitromethane at 0 - 20℃; for 96h; Inert atmosphere;
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

(+)-(S)-7-Methoxy-1-tetralol
182965-69-1

(+)-(S)-7-Methoxy-1-tetralol

Conditions
ConditionsYield
With chloro[(1S,2S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine]-(mesitylene) ruthenium (II); formic acid; triethylamine In dichloromethane at 0 - 20℃; for 72h; Inert atmosphere; Schlenk technique; enantioselective reaction;98%
With chloro[(1S,2S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine]-(mesitylene) ruthenium (II); formic acid; triethylamine In dichloromethane at 23℃; for 48h; Inert atmosphere; Cooling with ice; Schlenk technique;98%
With formic acid; C29H38N3O2RuS; triethylamine at 60℃; for 4h; Inert atmosphere; enantioselective reaction;96%
3-bromo-1-(4-ethylpiperazin-1-yl)isoquinoline
223552-79-2

3-bromo-1-(4-ethylpiperazin-1-yl)isoquinoline

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

3-(6-methoxy-1,2-dihydronaphthalen-4-yl)-1-(4-ethylpiperazin-1-yl)isoquinoline

3-(6-methoxy-1,2-dihydronaphthalen-4-yl)-1-(4-ethylpiperazin-1-yl)isoquinoline

Conditions
ConditionsYield
98%
methyl magnesium iodide
917-64-6

methyl magnesium iodide

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

1,2-dihydro-6-methoxy-4-methylnaphthalene
30021-91-1

1,2-dihydro-6-methoxy-4-methylnaphthalene

Conditions
ConditionsYield
Stage #1: methyl magnesium iodide; 7-Methoxy-1-tetralone In diethyl ether at 20℃; for 3h;
Stage #2: With hydrogenchloride In water at 40℃; for 3h; pH=5;
97%
With diethyl ether Erhitzen des nach der Hydrolyse erhaltenen Reaktionsprodukts unter Normaldruck auf 100-110grad;
With diethyl ether Erhitzen des nach der Hydrolyse erhaltenen Reaktionsprodukts unter vermindertem Druck auf 120-160grad;
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

7-methoxy-1-d-1,2,3,4-tetrahydro-1-naphthol
199442-41-6

7-methoxy-1-d-1,2,3,4-tetrahydro-1-naphthol

Conditions
ConditionsYield
With sodium borodeuteride In methanol for 1.5h;97%
With sodium borodeuteride
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

allyl bromide
106-95-6

allyl bromide

A

8a-allyl-7-methoxy-1,2,3,4,6,8a-hexahydro-naphthalen-1-one
310897-19-9

8a-allyl-7-methoxy-1,2,3,4,6,8a-hexahydro-naphthalen-1-one

B

2,8a-diallyl-7-methoxy-3,4,6,8a-tetrahydro-2H-naphthalen-1-one

2,8a-diallyl-7-methoxy-3,4,6,8a-tetrahydro-2H-naphthalen-1-one

Conditions
ConditionsYield
Stage #1: 7-Methoxy-1-tetralone With ammonia; potassium In diethyl ether; tert-butyl alcohol at -78℃; for 0.25h; Reduction;
Stage #2: With lithium bromide In diethyl ether; tert-butyl alcohol at -78℃; for 0.5h; deprotonation;
Stage #3: allyl bromide In diethyl ether; tert-butyl alcohol at -78 - 20℃; Alkylation; Birch reductive alkylation;
A 97%
B n/a
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

phenyl trifluoromethanesulfonamide
456-64-4

phenyl trifluoromethanesulfonamide

trifluoromethanesulfonic acid 7-methoxy-3,4-dihydronaphthalen-1-yl ester
724707-85-1

trifluoromethanesulfonic acid 7-methoxy-3,4-dihydronaphthalen-1-yl ester

Conditions
ConditionsYield
Stage #1: 7-Methoxy-1-tetralone With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h;
Stage #2: phenyl trifluoromethanesulfonamide In tetrahydrofuran at 0℃; for 9h;
97%
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

1-((allyloxy)carbonyl)-1H-imidazole
83395-39-5

1-((allyloxy)carbonyl)-1H-imidazole

allyl 7-methoxy-3,4-dihydronaphthalen-1-yl carbonate

allyl 7-methoxy-3,4-dihydronaphthalen-1-yl carbonate

Conditions
ConditionsYield
Stage #1: 7-Methoxy-1-tetralone With sodium hexamethyldisilazane In 1,2-dimethoxyethane at -78℃; for 1h; Inert atmosphere;
Stage #2: 1-((allyloxy)carbonyl)-1H-imidazole With boron trifluoride diethyl etherate In 1,2-dimethoxyethane at -78℃; for 2.16667h; Inert atmosphere;
97%
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

oxalic acid diethyl ester
95-92-1

oxalic acid diethyl ester

ethyl 2-(1-hydroxy-7-methoxy-3,4-dihydronaphthalen-2-yl)-2-oxoacetate
1417448-97-5

ethyl 2-(1-hydroxy-7-methoxy-3,4-dihydronaphthalen-2-yl)-2-oxoacetate

Conditions
ConditionsYield
With lithium tert-butoxide In tetrahydrofuran at 0 - 20℃; for 4h; Claisen Condensation; Inert atmosphere;97%
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

cyanoacetic acid
372-09-8

cyanoacetic acid

2-(7-methoxy-3,4-dihydronaphthalen-1-yl)acetonitrile
861960-34-1

2-(7-methoxy-3,4-dihydronaphthalen-1-yl)acetonitrile

Conditions
ConditionsYield
With oenanthic acid; benzylamine In toluene at 140℃; for 48h;96.3%
With oenanthic acid; benzylamine In toluene Product distribution / selectivity; Heating / reflux;90%
With oenanthic acid; benzylamine In toluene Product distribution / selectivity; Heating / reflux;90%
7-methoxy-1,2,3,4-tetrahydro-1-naphthol
32820-10-3

7-methoxy-1,2,3,4-tetrahydro-1-naphthol

7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

7-methoxy-3,4-dihydronaphthalene
60573-58-2

7-methoxy-3,4-dihydronaphthalene

Conditions
ConditionsYield
96%
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

salicylaldehyde
90-02-8

salicylaldehyde

2-methoxy-7H-benzo[c]xanthene
1289414-86-3

2-methoxy-7H-benzo[c]xanthene

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In chlorobenzene at 180℃; for 0.5h; Microwave irradiation;96%
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

N-methoxylamine hydrochloride
593-56-6

N-methoxylamine hydrochloride

C12H15NO2

C12H15NO2

Conditions
ConditionsYield
With pyridine In ethanol for 1h; Inert atmosphere; Reflux;96%
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

(E)-2-(3,4,5-trimethoxybenzylidene)-7-methoxy-3,4-dihydronaphthalen-1(2H)-one

(E)-2-(3,4,5-trimethoxybenzylidene)-7-methoxy-3,4-dihydronaphthalen-1(2H)-one

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃;96%
With sodium hydroxide In ethanol
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

6-methoxy-1,2,3,4-tetrahydronaphthalene
1730-48-9

6-methoxy-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With palladium dichloride In methanol at 40℃; for 24h; Inert atmosphere; Green chemistry;95%
With potassium hydroxide; hydrazine hydrate In diethylene glycol for 0.333333h; Wolff-Kishner reduction; Irradiation;87%
With hydrazine hydrate; sodium hydroxide In methanol at 200℃; under 37503.8 Torr; Wolff-Kishner Reduction; Microwave irradiation;81%
With copper oxide-chromium oxide at 125 - 200℃; under 154457 Torr; Hydrogenolyse;
With hydrogenchloride; amalgamated zinc
7-Methoxy-1-tetralone
6836-19-7

7-Methoxy-1-tetralone

ethyl bromoacetate
105-36-2

ethyl bromoacetate

ethyl 1-hydroxy-7-methoxy-1,2,3,4-tetrahydro-1-naphthaleneacetate
99416-97-4

ethyl 1-hydroxy-7-methoxy-1,2,3,4-tetrahydro-1-naphthaleneacetate

Conditions
ConditionsYield
Stage #1: 7-Methoxy-1-tetralone; ethyl bromoacetate With zinc In tert-butyl methyl ether at 55 - 60℃; Reformatsky Reaction;
Stage #2: With hydrogenchloride; water at 10 - 15℃;
95%
With toluene; zinc
With iodine; zinc In benzene for 2.5h; Reformatsky reaction; Heating;

7-Methoxy-1-tetralone Chemical Properties

IUPAC Name: 7-Methoxy-3,4-dihydro-2H-naphthalen-1-one
Synonyms of 7-Methoxy-1-tetralone (CAS NO.6836-19-7): 7-Methoxy-1,2,3,4-tetrahydronaphthalen-1-one
CAS NO: 6836-19-7
Molecular Formula: C11H12O2
Molecular Weight: 176.21
Molecular Structure:
EINECS: 229-916-0
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 26.3 Å2
Index of Refraction: 1.548
Molar Refractivity: 49.84 cm3
Molar Volume: 156.7 cm3
Surface Tension: 40.8 dyne/cm
Density: 1.124 g/cm3
Flash Point: 145.8 °C
Enthalpy of Vaporization: 55.32 kJ/mol
Boiling Point: 312.3 °C at 760 mmHg
Vapour Pressure: 0.000535 mmHg at 25°C 
Melting Point: 59-63 °C(lit.)
Appearance: Off-White Powder
Product Categories of 7-Methoxy-1-tetralone (CAS NO.6836-19-7): Benzocycles;Naphthalene derivatives;Aromatics Compounds;Butorphanol;Aromatics;C11 to C12;Carbonyl Compounds;Ketones

7-Methoxy-1-tetralone Uses

 7-Methoxy-1-tetralone (CAS NO.6836-19-7) is used for pharmaceutical intermediate.

7-Methoxy-1-tetralone Safety Profile

Safety Information about 7-Methoxy-1-tetralone (CAS NO.6836-19-7):
Hazard Codes: HarmfulXn
Risk Statements: 20/21/22-36/37/38
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-36-26
S22: Do not breathe dust. 
S24/25: Avoid contact with skin and eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3

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