6-methoxy-3,4-dihydro-2H-spiro[naphthalene-1,2'-[1,3]dithiane]
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With periodic acid In tetrahydrofuran; diethyl ether for 0.1h; Ambient temperature; | 96% |
Stage #1: 6-methoxy-3,4-dihydro-2H-spiro[naphthalene-1,2'-[1,3]dithiane] With chloro-trimethyl-silane; sodium iodide In acetonitrile at 20℃; for 24h; Stage #2: With water In acetonitrile for 0.0833333h; | 85% |
6-methoxy-3,4-dihydro-2H-naphthalen-1-one-(2,4-dinitro-phenylhydrazone)
A
benzene-1,2,4-triamine
B
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With vanadium(II) chloride In tetrahydrofuran for 1h; Heating; | A n/a B 95% |
4-(m-methoxyphenyl)-1,1,1-tris(phenylthio)butane
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With silver trifluoromethanesulfonate In dichloromethane for 1h; Ambient temperature; | 95% |
With DMTSF In dichloromethane for 0.25h; Product distribution; Ambient temperature; effect of various Lewis acids on cyclization followed hydrolyzis; | 78% |
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; water; silver trifluoromethanesulfonate 1.) C6H6, 70 deg C, 1 h; 2.) CH3CN, 15 min; Yield given. Multistep reaction; |
6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With 1-hydroxy-1H-1,2,3-benziodoxathiole 1,3,3-trioxide; Oxone; cetyltrimethylammonim bromide In water at 20℃; for 2h; Green chemistry; chemoselective reaction; | 95% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water at 25℃; for 24h; Micellar solution; | 93% |
With diisopropyl-carbodiimide In toluene at 120℃; for 24h; Inert atmosphere; Sealed tube; | 92% |
6'-methoxy-3',4'-dihydro-2'H-spiro[1,3-dithiolane-2,1'-naphthalene]
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In methanol; water Heating; | 95% |
With Oxone; potassium bromide In water; acetonitrile at 20℃; for 2h; | 65% |
methyl 4-(3-methoxyphenyl)butanoate
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With Eaton’s reagent In 1,2-dichloro-ethane at 75℃; for 2h; Inert atmosphere; | 91% |
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With lithium chloride In water; dimethyl sulfoxide at 90℃; for 6h; | 90% |
6-methoxy-1-tetralone oxime
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With sodium bismuthate; water; silica gel for 0.05h; | 88% |
With iodine; sodium dodecyl-sulfate In water at 25 - 40℃; for 4.5h; | 69.8% |
6-methoxy-1,2,3,4-tetrahydronaphthalene
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With oxygen; 9,10-Dicyanoanthracene; Paraquat; iron(II) chloride In methanol; acetonitrile for 2h; Ambient temperature; Irradiation; | 87% |
With tetrabutylammonium perchlorate; water; sodium acetate In acetonitrile Electrochemical reaction; Green chemistry; | 84.9% |
With Bromotrichloromethane; Ir[2-(2,4-difluorophenyl)-5-(trifluoromethyl)pyridine]2(4,4'-di-tert-butyl-2,2'-bipyridine)PF6; water; potassium carbonate In acetonitrile at 20℃; Irradiation; Inert atmosphere; regioselective reaction; | 78% |
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; copper (II) carbonate hydroxide; TPGS-750-M In water at 20℃; Green chemistry; | 83% |
methyl 2-[4-(3-methoxyphenyl)butanoyl]hydrazinecarboxylate
B
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
Stage #1: methyl 2-[4-(3-methoxyphenyl)butanoyl]hydrazinecarboxylate With bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at 20℃; Stage #2: With boron trifluoride diethyl etherate In dichloromethane Further stages.; | A 82% B 6% |
4-(m-methoxyphenyl)-1,1,1-tris(methylthio)butane
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With silver trifluoromethanesulfonate In dichloromethane for 2h; Ambient temperature; | 78% |
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; water; sodium iodide; mercury dichloride In acetonitrile for 2h; Ambient temperature; | 77% |
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With aluminium trichloride; potassium iodide In water; acetonitrile at 80℃; for 6h; | 77% |
Conditions | Yield |
---|---|
With hexamethylenetetramine; water for 0.0222222h; microwave irradiation; | 76% |
6-methoxytetralone semicarbazone
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With sodium bismuthate; silica gel for 0.133333h; Hydrolysis; microwave irradiation, solid phase reaction; | 73% |
(6-methoxy-3,4-dihydronaphthalen-1(2H)-ylidene)hydrazine
A
4-iodo-7-methoxy-1,2-dihydronaphthalene
B
N,N'-Bis-[6-methoxy-3,4-dihydro-2H-naphthalen-(1E)-ylidene]-hydrazine
C
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With tert-butyl-tetramethyl-guanidine; iodine In toluene for 0.25h; Product distribution; Ambient temperature; variation of solvent and base, optimize the yield of iodide; | A 68% B 15% C 12% |
6-methoxy-α-tetralone hydrazone
A
1,2-bis((E)-6-methoxy-3,4-dihydronaphthalen-1(2H)-ylidene)hydrazine
B
4-iodo-7-methoxy-1,2-dihydronaphthalene
C
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; iodine In tetrahydrofuran at 20℃; for 0.5h; | A 15% B 68% C 12% |
With N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; iodine In toluene at 20℃; for 0.5h; | A 15% B 68% C 12% |
Product distribution; effect of solvents (ether, THF, toluene, acetonitrile, DMF, DMSO); |
6-Methoxy-1,2,3,4-tetrahydro-naphthalene-1-carbaldehyde
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; water for 22h; Heating; | 67% |
With alkaline tetrahydrofuran for 22h; Heating; Yield given; |
(6-Methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-methanol
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With molecular sieve; pyridinium chlorochromate In dichloromethane at 20℃; for 15h; | 67% |
With dipyridinium dichromate; Celite In dichloromethane at 25℃; for 14h; | 60% |
1-(4-methoxyphenyl)cyclobutan-1-ol
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; silver nitrate In dichloromethane; water at 20℃; for 3h; Inert atmosphere; regioselective reaction; | 66% |
With lithium perchlorate In acetonitrile at 0 - 20℃; for 3h; Electrochemical reaction; Sealed tube; Green chemistry; regioselective reaction; | 25% |
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; trifluoroacetic acid In dimethyl sulfoxide at 20℃; for 7h; Irradiation; | 65% |
6-methoxy-1,2,3,4-tetrahydronaphthalene
A
1,6-dimethoxy-tetralin
B
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With ammonium cerium(IV) nitrate In methanol for 0.0833333h; Ambient temperature; | A 19% B 63% |
6'-methoxy-3',4'-dihydrospiro<1,3-benzodithiole-2,1'(2'H)naphthalene>
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate; mercury(II) oxide In tetrahydrofuran; water | 62% |
With tetrahydrofuran; mercury(II) oxide; boron trifluoride diethyl etherate | 62% |
phenyl 2-[4-(3-methoxyphenyl)butanoyl]hydrazinecarboxylate
A
phenyl (7-methoxy-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)carbamate
B
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
Stage #1: phenyl 2-[4-(3-methoxyphenyl)butanoyl]hydrazinecarboxylate With bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at 20℃; Stage #2: With boron trifluoride diethyl etherate In dichloromethane Further stages.; | A 55% B 4.7% |
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical
1-(4-methoxyphenyl)cyclobutan-1-ol
B
1-(4-methoxyphenyl)-1-butanone
C
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With sodium persulfate; silver nitrate In water; dimethyl sulfoxide at 50℃; for 16h; Inert atmosphere; | A 54% B 7 mg C 16% |
tert.-butylhydroperoxide
6-methoxy-1,2,3,4-tetrahydronaphthalene
A
7-Methoxy-1-tetralone
E
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
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% |
6-methoxy-1,2,3,4-tetrahydronaphthalene
A
2-Methoxynaphthalene
B
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; copper(I) sulfate In water; acetonitrile at 65 - 70℃; for 3h; | A 10% B 45% |
tert.-butylhydroperoxide
6-methoxy-1,2,3,4-tetrahydronaphthalene
A
7-methoxy-1,2,3,4-tetrahydro-1-naphthol
B
7-Methoxy-1-tetralone
C
6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol
F
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
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
A
7-Methoxy-1-tetralone
B
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
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-3,4-dihydro-1(2H)-naphthalenone
6-methoxy-1-tetralone oxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride | 100% |
With hydroxylamine hydrochloride; sodium acetate In methanol at 70℃; for 1.5h; | 96% |
With hydroxylamine hydrochloride; sodium acetate In methanol; water at 60℃; for 12h; | 95% |
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol for 4h; | 100% |
With lithium aluminium tetrahydride In tetrahydrofuran for 18h; Heating; | 99% |
With methanol; sodium tetrahydroborate at 0 - 20℃; | 99% |
methyl iodide
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
2,2-dimethyl-6-methoxy-3,4-dihydro-2H-naphthalen-1-one
Conditions | Yield |
---|---|
With sodium hydride In benzene Heating; | 100% |
In benzene | 100% |
With sodium hydride In benzene Heating / reflux; | 100% |
trimethylsilyl cyanide
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
6-methoxy-1-(trimethylsilanyloxy)-1,2,3,4-tetrahydronaphthalene-1-carbonitrile
Conditions | Yield |
---|---|
With zinc(II) chloride | 100% |
With zinc(II) iodide for 48h; Ambient temperature; | 64% |
With zinc(II) iodide In toluene; acetonitrile at 60℃; for 5h; | 56% |
With zinc(II) iodide |
trifluoromethylsulfonic anhydride
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
6-methoxy-3,4-dihydronaphthalene-1-yl triflate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 40℃; for 24h; Solvent; Sealed tube; Inert atmosphere; | 100% |
Stage #1: 6-methoxy-3,4-dihydro-1(2H)-naphthalenone With triethylamine In dichloromethane at 0℃; for 0.166667h; Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at 0 - 20℃; | 70% |
With triethylamine In dichloromethane at 0℃; for 22h; Inert atmosphere; Reflux; | 69% |
With 2,6-di-tert-butyl-4-methylpyridine In dichloromethane for 7h; Ambient temperature; | 62% |
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
2-chloro-6-methoxy-1-tetralone
Conditions | Yield |
---|---|
With N-chloro-succinimide; thiourea In methanol at 23℃; for 0.333333h; | 100% |
With 2,2,3,4,5,6-hexachloro-cyclohexa-2,4-dien-1-one In ethanol for 6h; Heating; | 71% |
Stage #1: 6-methoxy-3,4-dihydro-1(2H)-naphthalenone 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; O,O-bis(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl) hydrazine-1,2-bis(carbothioate) In methanol at 25℃; for 0.666667h; | 99 %Chromat. |
With 2,2,3,4,5,6-hexachloro-cyclohexa-2,4-dien-1-one In ethanol for 4h; Reflux; |
N,N-phenylbistrifluoromethane-sulfonimide
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
6-methoxy-3,4-dihydronaphthalene-1-yl triflate
Conditions | Yield |
---|---|
Stage #1: 6-methoxy-3,4-dihydro-1(2H)-naphthalenone With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.75h; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -78 - 0℃; for 3h; | 100% |
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; for 16h; Inert atmosphere; | 89% |
Stage #1: 6-methoxy-3,4-dihydro-1(2H)-naphthalenone With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 80% |
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With formic acid; C38H40ClN2O2RhS; triethylamine In neat (no solvent) at 24 - 30℃; for 24h; Reagent/catalyst; Inert atmosphere; enantioselective reaction; | 100% |
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; | 99% |
With C32H39BrMnN2O2P; potassium tert-butylate; hydrogen In methanol at 20℃; under 37503.8 Torr; for 16h; Glovebox; Autoclave; enantioselective reaction; | 99% |
tert-butyldimethylsilyl chloride
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
[(6-methoxy-3,4-dihydro-1-naphthalenyl)oxy](dimethyl)-tert-butylsilane
Conditions | Yield |
---|---|
With triethylamine; sodium iodide In acetonitrile at 20℃; | 100% |
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
1-allyl-1,2,3,4-tetrahydro-6-methoxynaphthalen-1-ol
Conditions | Yield |
---|---|
With methanol; indium (III) tris(hexamethyldisilyl) amide In toluene at 20℃; for 6h; Inert atmosphere; | 100% |
With indium iodide In tetrahydrofuran at 40℃; for 24h; | 70% |
Conditions | Yield |
---|---|
With sodium acetate In ethanol; water at 70℃; for 2h; | 100% |
Conditions | Yield |
---|---|
With acetic acid In ethanol Reflux; | 100% |
Conditions | Yield |
---|---|
With hydrogen bromide for 3h; Heating; | 99% |
With hydrogen bromide; acetic acid at 120℃; for 12h; | 98% |
With aluminum (III) chloride In toluene for 1.08333h; Inert atmosphere; Sealed tube; Reflux; | 96% |
Diethyl carbonate
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
ethyl 6-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate
Conditions | Yield |
---|---|
Stage #1: Diethyl carbonate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.166667h; Inert atmosphere; Schlenk technique; Stage #2: 6-methoxy-3,4-dihydro-1(2H)-naphthalenone In tetrahydrofuran; mineral oil at 0 - 80℃; for 12h; Inert atmosphere; Schlenk technique; | 99% |
With sodium hydride In tetrahydrofuran for 48h; Heating / reflux; | 91.8% |
With sodium hydride | 85% |
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
(1S)-6-methoxy-1,2,3,4-tetrahydronaphthalene-1-ol
Conditions | Yield |
---|---|
With Tetrahydrofurfuryl alcohol; sodium tetrahydroborate In ethanol; chloroform at -20℃; for 0.333333h; | 99% |
With RuCl[(S)-daipena][(R)-dm-segphos]; potassium tert-butylate; hydrogen In ethanol; isopropyl alcohol at 15℃; under 7600.51 Torr; for 21h; optical yield given as %ee; enantioselective reaction; | 96% |
With Tetrahydrofurfuryl alcohol; sodium tetrahydroborate; (1S,2S)-1,2-bis(3,5-dimethylphenyl)-N,N'-bis[3-oxo-2-(2,4,6-trimethylbenzoyl)butylidene]ethylenediaminatocobalt(II) In methanol; chloroform at -30 - 10℃; for 9.75h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 96% |
1,1-dimethylhydrazine
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
2-(6-methoxy-3,4-dihydronaphthalen-1(2H)-ylidene)-1,1-dimethylhydrazine
Conditions | Yield |
---|---|
With acetic acid In benzene for 18h; Reflux; | 99% |
With trifluoroacetic acid In benzene Reflux; Dean-Stark; Inert atmosphere; | 91% |
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
(6-methoxy-3,4-dihydronaphthalen-1(2H)-ylidene)hydrazine
Conditions | Yield |
---|---|
With hydrazine In ethanol for 8h; Reflux; | 99% |
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol at 20℃; for 4h; | 99% |
tetrahydrogeraniol
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 1,3-bis((R)-1-(naphthalen-1-yl)ethyl)-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate; potassium tert-butylate; lithium tert-butoxide In hexane; pentan-1-ol at 100℃; for 24h; | 99% |
5-methyl-indole-2,3-dione
3-amino-1-phenyl-2-pyrazolin-5-one
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With acetic acid In water at 90℃; for 7h; Green chemistry; | 99% |
3-bromo-pyridine-4-carbaldehyde
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
(E)-2-((3-bromopyridin-4-yl)methylene)-6-methoxy-3,4-dihydronaphthalen-1(2H)-one
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 35℃; for 4h; | 99% |
formic acid ethyl ester
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
2-(hydroxymethylene)-6-methoxy-1-tetralone
Conditions | Yield |
---|---|
With potassium tert-butylate In toluene at -78 - -5℃; for 1h; | 98% |
With sodium methylate In pyridine for 18h; Ambient temperature; |
formic acid ethyl ester
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
6-Methoxy-2-hydroxymethylen-1-tetralon
Conditions | Yield |
---|---|
With potassium tert-butylate In toluene at -78 - -5℃; Inert atmosphere; | 98% |
Stage #1: formic acid ethyl ester; 6-methoxy-3,4-dihydro-1(2H)-naphthalenone With potassium tert-butylate at -78 - -5℃; Inert atmosphere; Stage #2: With hydrogenchloride In water | 98% |
With potassium tert-butylate In toluene at -78 - -5℃; Inert atmosphere; | 98% |
methyllithium
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
1,2,3,4-tetrahydro-6-methoxy-1-methyl-1-naphthalenol
Conditions | Yield |
---|---|
With lithium bromide In tetrahydrofuran; diethyl ether Ambient temperature; | 98% |
carbonic acid dimethyl ester
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
methyl 6-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate
Conditions | Yield |
---|---|
With sodium hydride Inert atmosphere; Reflux; | 98% |
With sodium hydride Inert atmosphere; Reflux; | 98% |
In tetrahydrofuran; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; hexane; acetic acid; mineral oil | 96% |
3-amino-1-phenyl-2-pyrazolin-5-one
5-Bromo-1H-indole-2,3-dione
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With acetic acid In water at 90℃; for 6h; Green chemistry; | 98% |
3-Fluorobenzaldehyde
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
(3-fluorobenzylidene)-6-methoxy-1-tetralone
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol at 20℃; for 4h; | 97.8% |
manganese triacetate
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
1,2,3,4-tetrahydro-6-methoxy-1-oxonaphthalen-2-yl acetate
Conditions | Yield |
---|---|
With acetic acid In benzene for 5h; Heating; | 97% |
Conditions | Yield |
---|---|
With (4-sulfobutyl)-tris(4-sulfophenyl)phosphonium hydrogen sulfate at 80℃; for 0.166667h; | 97% |
7-chloroisatin
3-amino-1-phenyl-2-pyrazolin-5-one
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
Conditions | Yield |
---|---|
With acetic acid In water at 90℃; for 6h; Green chemistry; | 97% |
IUPAC Name: 6-Methoxy-3,4-dihydro-2H-naphthalen-1-one
Molecular Formula: C11H12O2
Molecular Weight: 176.21 g/mol
SMILES: O=C2c1c(cc(OC)cc1)CCC2 Copy
InChI: InChI=1/C11H12O2/c1-13-9-5-6-10-8(7-9)3-2-4-11(10)12/h5-7H,2-4H2,1H3
EINECS: 214-078-0
Product Categories: Carbonyl Compounds; Ketone; C11 to C12; Carbonyl Compounds; Ketones
Melting Point: 77-79 °C(lit.)
storage temperature: 0-6 °C
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: 153.4 °C
Enthalpy of Vaporization: 55.35 kJ/mol
Boiling Point: 312.5 °C at 760 mmHg
Vapour Pressure of 6-Methoxytetralone (CAS NO.1078-19-9): 0.000528 mmHg at 25 °C
Hazard Codes: Xn,Xi
Risk Statements: 22-36/37/38-20/21/22
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 24/25-36-26
S24/25:Avoid contact with skin and eyes.
S36:Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
Hazard Note of 6-Methoxytetralone (CAS NO.1078-19-9): Irritant
6-Methoxytetralone (CAS NO.1078-19-9), its Synonyms are 1(2H)-Naphthalenone, 3,4-dihydro-6-methoxy- ; 6-Methoxy-1,2,3,4-tetrahydronaphthalen-1-one ; 6-Methoxy-1-tetralone ; 6-Methoxy-3,4-dihydro-1(2H)-naphthalenone ; 6-Methoxy-alpha-tetralone . It is yellow to light brown fine crystalline powder.
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