4-(3,4-Dichlorophenyl)-1-tetralone supplier

Name
4-(3,4-Dichlorophenyl)-1-tetralone
EINECS
CAS No. 79560-19-3
Article Data29
CAS DataBase
Density 1.318 g/cm³
Solubility
Melting Point 97-99 °C
Formula C₁₆H₁₂Cl₂O
Boiling Point 403 °C at 760 mmHg
Molecular Weight 291.177
Flash Point 170.3 °C
Transport Information
Appearance off-white crystalline solid
Safety
Risk Codes Xi:;
Molecular Structure
Hazard Symbols Xi
Synonyms 4-(3,4-Dichloropheny1)–1-tetralone;4-(3,4-Dichorophenyl)-3,4-dihydro--1-(2H)-naphthalenone;4-(3',4'-Dichlorophenyl)-1-tetralone;Dichlorophenyltetralone;4-(3,4-Dichlorophenyl)-1-Tetralone (Intermediate of Sertraline);4-(3,4-Dichlorophenyl)tetralone;4-(3,4-Dichlorophenyl)3,4-Dihydro-1(2H)-Naphthalenone;
PSA 17.07000
LogP 5.10180

Synthetic route

: 866018-46-4
4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-ol

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
With oxygen; sodium hydride In tetrahydrofuran at 0 - 20℃; for 5h;	98%
With acetone In toluene at 80℃; for 0.333333h; Flow reactor;	95%
With pyridinium chlorochromate In dichloromethane at 20℃; for 8h; Inert atmosphere;	80%

: 95609-48-6
rac-5-(3,4-dichlorophenyl)dihydrofuran-2(3H)-one

: 71-43-2
benzene

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
With hydrogen fluoride for 18h; Ambient temperature;	97%

: 79560-18-2
4-(3,4-dichlorophenyl)-4-phenylbutanoic acid

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; trifluoroacetic anhydride In dichloromethane at 40 - 45℃; for 5h; Product distribution / selectivity;	93%
With chlorosulfonic acid In dichloromethane at 20℃; for 1h;	87%
With Eaton’s reagent at 20℃; Inert atmosphere;	83%
Stage #1: 4-(3,4-dichlorophenyl)-4-phenylbutanoic acid With sulfuric acid In benzene at 23 - 80℃; for 8h; Stage #2: With sodium hydroxide In water Product distribution / selectivity;	65%
Multi-step reaction with 2 steps 1: SOCl2 / toluene / 1.25 h 2: AlCl3 / CS2 / 16 h / Ambient temperature View Scheme

: 90-15-3
α-naphthol

: 95-50-1
1,2-dichloro-benzene

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
With aluminum (III) chloride at 100℃; for 1.5h; Inert atmosphere;	82%
Stage #1: α-naphthol; 1,2-dichloro-benzene With aluminum (III) chloride at 65℃; for 5h; Stage #2: With water In ethyl acetate for 0.5h;	82%
With aluminium trichloride at 100℃; for 1h;	80%

: 4-(3,4-dichlorophenyl)tetrahydronaphthalone tosylhydrazone

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 3.5h; Oxidation; oxidative cleavage;	80%

: 90-15-3
α-naphthol

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
With aluminum tri-bromide In methanol; water; 1,2-dichloro-benzene	79.6%

: (E)-N-(4-nitrophenyl)-4-phenylbut-3-enamide

: 95-50-1
1,2-dichloro-benzene

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid at 50℃; for 16h; Friedel Crafts acylation; Inert atmosphere;	76%

di-isopropylic ether: di-isopropylic ether

: 90-15-3
α-naphthol

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
aluminium chloride In water; 1,2-dichloro-benzene	50.9%

: 4-bromomethylene-1-(3,4-dichlorophenyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydronaphthalene

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Stage #1: 4-bromomethylene-1-(3,4-dichlorophenyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydronaphthalene With osmium(VIII) oxide In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water at 25℃; for 2h; Inert atmosphere; Stage #2: With sodium periodate In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water at 25℃; for 1h; Inert atmosphere;	47%

: 90-15-3
α-naphthol

: 95-50-1
1,2-dichloro-benzene

A: 4-(2,3-dichlorophenyl)-3,4-dihydro-1(2H)-naphthone

B: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
With aluminum (III) chloride at 100℃; for 4h; Inert atmosphere;	A n/a B 45%
With aluminum (III) chloride at 100℃; for 4h;	A n/a B 45%
Stage #1: α-naphthol; 1,2-dichloro-benzene With aluminum (III) chloride at 98℃; for 1.5h; Stage #2: With water In ethyl acetate for 0.5h;	A 6.2 g B n/a

...Expand

: 149620-65-5
4-(3,4-dichlorophenyl)-4-phenylbutyric acid

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
With aluminium trichloride In carbon disulfide for 16h; Ambient temperature; Yield given;

: 6284-79-3
3,4-dichlorobenzophenone

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: potassium tert-butoxide / 2-methyl-propan-2-ol / 16 h / Heating 2: 50 percent / 48percent aq. HBr / acetic acid / 36 h / Heating 3: 100 percent / H2 / 5percent Pd/C / ethyl acetate / 24 h / 760 Torr / Ambient temperature 4: SOCl2 / toluene / 1.25 h 5: AlCl3 / CS2 / 16 h / Ambient temperature View Scheme

: 79560-17-1
4-(3,4-dichlorophenyl)-4-phenylbut-3-enoic acid

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 100 percent / H2 / 5percent Pd/C / ethyl acetate / 24 h / 760 Torr / Ambient temperature 2: SOCl2 / toluene / 1.25 h 3: AlCl3 / CS2 / 16 h / Ambient temperature View Scheme

: 79560-16-0
3-(ethoxycarbonyl)-4-(3,4-dichlorophenyl)-4-phenylbut-3-enoic acid

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 50 percent / 48percent aq. HBr / acetic acid / 36 h / Heating 2: 100 percent / H2 / 5percent Pd/C / ethyl acetate / 24 h / 760 Torr / Ambient temperature 3: SOCl2 / toluene / 1.25 h 4: AlCl3 / CS2 / 16 h / Ambient temperature View Scheme

: 50597-19-8
3-(3,4-dichlorobenzoyl)-propionic acid

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. NaOH (pH 10.73), NaBH4 / 2 h / 78 °C 2: aq. HCl / 1) 65 - 70 deg C, 4 h, 2) rt, 16 h 3: 97 percent / anh. hydrogen fluoride / 18 h / Ambient temperature View Scheme

: 118528-87-3
4-(3,4-dichlorophenyl)-4-hydroxybutanoic acid

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. HCl / 1) 65 - 70 deg C, 4 h, 2) rt, 16 h 2: 97 percent / anh. hydrogen fluoride / 18 h / Ambient temperature View Scheme

: 95-50-1
1,2-dichloro-benzene

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 92 percent / AlCl3 / 2.5 h / 60 °C 2: aq. NaOH (pH 10.73), NaBH4 / 2 h / 78 °C 3: aq. HCl / 1) 65 - 70 deg C, 4 h, 2) rt, 16 h 4: 97 percent / anh. hydrogen fluoride / 18 h / Ambient temperature View Scheme

: 79560-20-6
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine

A: 871838-58-3
cis-(1S,4S)-N-methyl-(3-chlorophenyl)-1,2,3,4-tetrahydro-1-naphtalenamine

B: 91797-63-6
(1S)-cis-N-methyl-4-(4-chlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine

C: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

D: 91797-60-3
trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine

E: 79617-96-2
Sertraline

Conditions

Conditions	Yield
With hydrogen; SA-3135 support, Co(NO3)2, H2O; dried and calcined ones or twice (Co 11 - 25percent); reduction with H2 In tetrahydrofuran at 120 - 150℃; under 6000.6 Torr;	A n/a B n/a C 0.2 - 0.7 %Chromat. D 7 - 9.4 %Chromat. E 87 - 91 %Chromat.

...Expand

: 95609-48-6
rac-5-(3,4-dichlorophenyl)dihydrofuran-2(3H)-one

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
With sodium hydroxide; trifluorormethanesulfonic acid In hexane; dichloromethane; benzene
With sodium hydroxide; trifluorormethanesulfonic acid In hexane; dichloromethane; benzene

hydrofluoric acid (hydrogen fluoride): hydrofluoric acid (hydrogen fluoride)

: 95609-48-6
rac-5-(3,4-dichlorophenyl)dihydrofuran-2(3H)-one

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
With sodium hydroxide In hexane; dichloromethane; water; polypropylene; benzene
With sodium hydroxide In hexane; dichloromethane; water; polypropylene; benzene

: C24H21BrCl2O3S

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 25 °C / Inert atmosphere 2.1: osmium(VIII) oxide / tetrahydrofuran; water; 1-methyl-pyrrolidin-2-one / 2 h / 25 °C / Inert atmosphere 2.2: 1 h / 25 °C / Inert atmosphere View Scheme

: 98-83-9
isopropenylbenzene

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: toluene-4-sulfonic acid; N-Bromosuccinimide / dichloromethane / Reflux 2.1: potassium carbonate / acetone / 0.17 h / 25 °C / Inert atmosphere 2.2: 10 h / Inert atmosphere 3.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 °C / Inert atmosphere 4.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 25 °C / Inert atmosphere 5.1: osmium(VIII) oxide / tetrahydrofuran; water; 1-methyl-pyrrolidin-2-one / 2 h / 25 °C / Inert atmosphere 5.2: 1 h / 25 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1.1: toluene-4-sulfonic acid; N-Bromosuccinimide / dichloromethane / Reflux
2.1: potassium carbonate / acetone / 0.17 h / 25 °C / Inert atmosphere
2.2: 10 h / Inert atmosphere
3.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 °C / Inert atmosphere
4.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 25 °C / Inert atmosphere
5.1: osmium(VIII) oxide / tetrahydrofuran; water; 1-methyl-pyrrolidin-2-one / 2 h / 25 °C / Inert atmosphere
5.2: 1 h / 25 °C / Inert atmosphere
View Scheme

: 5-bromo-1-(3,4-dichlorophenyl)-4-phenyl-2-(toluene-4-sulfonyl)pent-4-en-1-one

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 °C / Inert atmosphere 2.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 25 °C / Inert atmosphere 3.1: osmium(VIII) oxide / tetrahydrofuran; water; 1-methyl-pyrrolidin-2-one / 2 h / 25 °C / Inert atmosphere 3.2: 1 h / 25 °C / Inert atmosphere View Scheme

: (3,4-dichlorophenyl)-2-[(4-methylphenyl)sulfonyl]-1-ethanone

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: potassium carbonate / acetone / 0.17 h / 25 °C / Inert atmosphere 1.2: 10 h / Inert atmosphere 2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 °C / Inert atmosphere 3.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 25 °C / Inert atmosphere 4.1: osmium(VIII) oxide / tetrahydrofuran; water; 1-methyl-pyrrolidin-2-one / 2 h / 25 °C / Inert atmosphere 4.2: 1 h / 25 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 4 steps
1.1: potassium carbonate / acetone / 0.17 h / 25 °C / Inert atmosphere
1.2: 10 h / Inert atmosphere
2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 °C / Inert atmosphere
3.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 25 °C / Inert atmosphere
4.1: osmium(VIII) oxide / tetrahydrofuran; water; 1-methyl-pyrrolidin-2-one / 2 h / 25 °C / Inert atmosphere
4.2: 1 h / 25 °C / Inert atmosphere
View Scheme

: 112635-43-5, 112635-44-6
1,3-dibromo-2-phenylprop-1-ene

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: potassium carbonate / acetone / 0.17 h / 25 °C / Inert atmosphere 1.2: 10 h / Inert atmosphere 2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 °C / Inert atmosphere 3.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 25 °C / Inert atmosphere 4.1: osmium(VIII) oxide / tetrahydrofuran; water; 1-methyl-pyrrolidin-2-one / 2 h / 25 °C / Inert atmosphere 4.2: 1 h / 25 °C / Inert atmosphere View Scheme

Yield

: 2522-81-8
2-<(2,2-dimethylpropanoyl)oxy>-1-phenylethanone

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: magnesium / tetrahydrofuran / 20 °C / Inert atmosphere 1.2: -45 °C / Inert atmosphere 2.1: Eaton’s reagent / dichloromethane / 20 °C / Inert atmosphere 3.1: sodium methylate / diethyl ether / 0 - 20 °C 4.1: dichloromethane / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C 6.1: potassium hydroxide; water / ethanol / 20 °C 7.1: Eaton’s reagent / 20 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 7 steps
1.1: magnesium / tetrahydrofuran / 20 °C / Inert atmosphere
1.2: -45 °C / Inert atmosphere
2.1: Eaton’s reagent / dichloromethane / 20 °C / Inert atmosphere
3.1: sodium methylate / diethyl ether / 0 - 20 °C
4.1: dichloromethane / Inert atmosphere
5.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C
6.1: potassium hydroxide; water / ethanol / 20 °C
7.1: Eaton’s reagent / 20 °C / Inert atmosphere
View Scheme

: 2-(3,4-dichlorophenyl)-2-hydroxy-2-phenylethyl Pivalate

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: Eaton’s reagent / dichloromethane / 20 °C / Inert atmosphere 2: sodium methylate / diethyl ether / 0 - 20 °C 3: dichloromethane / Inert atmosphere 4: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C 5: potassium hydroxide; water / ethanol / 20 °C 6: Eaton’s reagent / 20 °C / Inert atmosphere View Scheme

: 358-23-6
trifluoromethylsulfonic anhydride

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 4-(3,4-dichlorophenyl)-3,4-dihydronaphthalen-1-yl trifluoromethanesulfonate

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methylpyridine In dichloromethane at 0 - 20℃; for 0.5h;	99%

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 152642-35-8
4-(3,4-dichloro-phenyl)-3,4-dihydro-2H-naphthalen-1-one oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In ethanol; water for 4h; Reflux; Industrial scale;	97%
With Amberlist A-21; hydroxylamine hydrochloride In tetrahydrofuran at 20℃;

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 1234376-86-3
(E)-4-(3,4-dichlorophenyl)-2-((dimethylamino)methylene)-3,4-dihydronaphthalen-1(2H)-one

Conditions

Conditions	Yield
at 110℃; for 24h;	97%

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

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

: 1290541-37-5
1-chloro-4-(3,4-dichlorophenyl)-3,4-dihydronaphthalene-2-carbaldehyde

Conditions

Conditions	Yield
With trichlorophosphate at 0 - 65℃; for 4h; Vilsmeier-Haack Formylation;	97%
With trichlorophosphate at 0 - 65℃; for 4h; Vilsmeier-Haack reaction;	78%

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 74-89-5
methylamine

: 261776-41-4
(4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-ylidene)methylamine

Conditions

Conditions	Yield
In water; ethylene glycol at 60℃; for 4h; Product distribution / selectivity;	96%
In 2-methoxy-ethanol; water at 25 - 45℃; for 5.5h; Product distribution / selectivity;	92%
With titanium tetrachloride In diethyl ether at -35 - 20℃; Condensation;	91%

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

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 4-(3,4-dichlorophenyl)-2-(3,4,5-trimethoxy-benzylidene)-3,4-dihydro-naphthalen-1(2H)-one

Conditions

Conditions	Yield
With ammonium acetate for 0.0166667h; Knoevenagel condensation; microwave irradiation;	96%

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 100-46-9
benzylamine

: N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidine]benzylamine

Conditions

Conditions	Yield
In toluene for 7h; Heating / reflux;	96%

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 74-89-5
methylamine

: 79560-20-6
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine

Conditions

Conditions	Yield
In ethanol at 0℃; Solvent; Heating; Industrial scale; Large scale;	95%
With formic acid In methanol	95%
With thionyl chloride In tetrahydrofuran at -10 - 20℃;	93%

: 593-51-1
methylamine hydrochloride

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 140631-53-4
sertraline

Conditions

Conditions	Yield
Stage #1: methylamine hydrochloride; 4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one With potassium hydroxide In methanol at 25 - 30℃; for 24h; Stage #2: With sodium tetrahydroborate In methanol at -5 - 25℃; for 12 - 14h;	95%

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 343338-28-3
(S)-2-methylpropane-2-sulfinamide

: (S)-N-(4-(3,4-dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-ylidene)-2-methylpropane-2-sulfinamide

Conditions

Conditions	Yield
With titanium(IV) isopropylate In neat (no solvent) at 70℃; for 4h; Reagent/catalyst; Solvent;	95%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: ((4-(3,4-dichlorophenyl)-3,4-dihydronaphthalen-1-yl)oxy)trimethylsilane

Conditions

Conditions	Yield
With trialkylamine In dichloromethane at 0℃; for 0.5h;	95%

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidine]-3,4-dimethoxy-benzylamine

Conditions

Conditions	Yield
With 3,4-dimethoxybenzylamine	92.3%

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 105-58-8
Diethyl carbonate

: 944054-46-0
4-(3,4-dichlorophenyl)-1-oxo-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil for 48h; Inert atmosphere;	90%

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidine]-4-chlorobenzylamine

Conditions

Conditions	Yield
With 4-chlorobenzylamine	89.4%

: 4-(2,3-dichlorophenyl)-3,4-dihydro-1(2H)-naphthone

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 74-89-5
methylamine

: 79560-20-6
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine

Conditions

Conditions	Yield
methanesulfonic acid In ethanol at 0 - 70℃; for 4h;	88%
methanesulfonic acid In acetonitrile at 0 - 70℃; for 4h;	88%
In triethylamine at 0 - 90℃; for 10h;	87%
toluene-4-sulfonic acid In triethylamine at 0 - 50℃; for 4h;	82%

...Expand

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: N-[4-(3,4-dichlorophenyl)-3,4-dihydronaphthalenylidine]-4-methoxybenzylamine

Conditions

Conditions	Yield
With 4-methoxy-benzylamine	85.6%

: 1307301-10-5
4-amino-6-chloroquinoline-3-carbaldehyde

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 1338818-61-3
2-chloro-9-(3,4-dichloro-phenyl)-8,9-dihydrobenzo[h]naphtho[1,2-b][1,6]naphthyridine

Conditions

Conditions	Yield
With piperidine; potassium hydroxide In N,N-dimethyl-formamide for 3h; Friedlaender synthesis; Reflux;	85%

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 100-52-7
benzaldehyde

: 1177848-21-3
(2E)-(2-benzylidene)-4-(3,4-dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-one

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 30℃;	85%
With potassium hydroxide In ethanol; water at 30℃; Claisen-Schmidt Condensation;	85%

: 477940-97-9
2-amino-6-methoxyquinoline-3-carbaldehyde

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 1374543-22-2
5-(3,4-dichlorophenyl)-10-methoxy-5,6-dihydrobenzo[b]naphtho[2,1-g][1,8]naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide In ethanol for 3h; Friedlaender synthesis; Reflux;	85%
With potassium hydroxide In ethanol for 3h; Friedlaender Quinoline Synthesis; Reflux;	85%

: 4229-44-1
N-methylhydroxyamine hydrochloride

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine N-oxide

Conditions

Conditions	Yield
With sodium acetate In ethanol; water for 6h; Reflux; Industrial scale;	85%

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 75353-62-7
2-amino quinoline 3-carbaldehyde

: 1374543-21-1
5-(3,4-dichlorophenyl)-5,6-dihydrobenzo[b]naphtho[2,1-g][1,8]naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide In ethanol for 3h; Friedlaender synthesis; Reflux;	84%
With potassium hydroxide In ethanol for 3h; Friedlaender Quinoline Synthesis; Reflux;	84%

: 459-57-4
4-fluorobenzaldehyde

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 1227614-46-1
C23H15Cl2FO

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 30℃;	83%
With potassium hydroxide In ethanol; water at 30℃; Claisen-Schmidt Condensation;	83%

: 1294502-92-3
4-amino-3-(4-chlorophenyl)-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 1359972-73-8
1-(4-chlorophenyl)-8-(3,4-dichlorophenyl)-3-phenyl-7,8-dihydro-3H-naphtho[1,2-b]pyrazolo-[3,4-h][1,6]naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide In ethanol Friedlaender synthesis; Reflux;	83%

: 1294502-93-4
4-amino-3-(4-bromophenyl)-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 1359972-74-9
1-(4-bromophenyl)-8-(3,4-dichlorophenyl)-3-phenyl-7,8-dihydro-3H-naphtho[1,2-b]pyrazolo-[3,4-h][1,6]naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide In ethanol Friedlaender synthesis; Reflux;	83%

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 74-89-5
methylamine

: (+/-)-N-methyl-[(cis)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl]amine hydrochloride

Conditions

Conditions	Yield
Stage #1: 4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one; methylamine With thionyl chloride In tetrahydrofuran at -10 - 20℃; Stage #2: With potassium chloride; hydrogen; palladium on activated charcoal In tetrahydrofuran; methanol; water at 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran; methanol; water at 20℃;	82%

: 104-88-1
4-chlorobenzaldehyde

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 1227614-47-2
C23H15Cl3O

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 30℃;	81%
With potassium hydroxide In ethanol; water at 30℃; Claisen-Schmidt Condensation;	81%

4-(3,4-Dichlorophenyl)-1-tetralone Specification

The 4-(3,4-Dichlorophenyl)-1-tetralone, with its CAS registry number 79560-19-3, has the systematic name of 4-(3,4-dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-one. For being a kind of off-white crystalline solid, its product categories are including Miscellaneous; Intermediatesofsertraline; API intermediates; (intermediate of sertraline); Setraline; Miscellaneous Reagents. Besides, it is irritant which may cause inflammation to the skin or other mucous membranes, so you chould wear suitable protective clothing.

The characteristics of this chemical are as below: (1)ACD/LogP: 4.99; (2)# of Rule of 5 Violations: 0 ; (3)#H bond acceptors: 1; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 1; (6)Polar Surface Area: 17.07 ; (7)Index of Refraction: 1.618; (8)Molar Refractivity: 77.4 cm³; (9)Molar Volume: 220.8 cm³; (10)Polarizability: 30.68×10^-24 cm³; (11)Surface Tension: 48.8 dyne/cm; (12)Density: 1.318 g/cm³; (13)Flash Point: 170.3 °C; (14)Enthalpy of Vaporization: 65.42 kJ/mol; (15)Boiling Point: 403 °C at 760 mmHg; (16)Vapour Pressure: 1.05E-06 mmHg at 25°C.

Production method of this chemical: benzene could react with 5-(3,4-dichlorophenyl)dihydro-2(3H)-furanone to produce 4-(3,4-Dichlorophenyl)-1-tetralone. This reaction could happen in the presence of the reagent of anh. hydrogen fluoride, and it requires the reaction time of 18 hours while in the condition of Ambient temperature. Besides, its yield is 97%.

Additionally, you could obtain the molecular structure by converting the following datas:
(1)SMILES:Clc1ccc(cc1Cl)C3c2ccccc2C(=O)CC3
(2)InChI:InChI=1/C16H12Cl2O/c17-14-7-5-10(9-15(14)18)11-6-8-16(19)13-4-2-1-3-12(11)13/h1-5,7,9,11H,6,8H2
(3)InChIKey:JGMBHJNMQVKDMW-UHFFFAOYAE

Product Name

4-(3,4-Dichlorophenyl)-1-tetralone

Synthetic route

4-(3,4-Dichlorophenyl)-1-tetralone Specification

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