138113-08-3

Basic information

• Product Name: 7-Methoxy-1-naphthylacetonitrile
• Synonyms: 1-Cyanomethyl-7-methoxynaphthalene;2-(7-Methoxy-1-naphthyl)acetonitrile;7-Methoxy-1-naphthaleneacetinitrile;7-Methoxy-1-naphthylacetonitrile;2-(7-methoxynaphthalen-1-yl)acetonitrile;Agomelatine Intermediate 1;N-[2-(7-Methoxy-1-naphthyl)ethyl]acetaMide;AgoMelatine interMediate A
• CAS NO: 138113-08-3
• Molecular Formula: C₁₃H₁₁NO
• Molecular Weight: 197.23
• EINECS: -0
• Product Categories: Aromatics Compounds;Aromatics;Intermediate of Agomelatine
• Mol File: 138113-08-3.mol
• Article Data: 31

Chemical Properties

• Melting Point: 81-83°C
• Boiling Point: 374.3 °C at 760 mmHg
• Flash Point: 157.7 °C
• Appearance: tan solid
• Density: 1.135 g/cm³
• Vapor Pressure: 8.4E-06mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: slightly sol. in Methanol
• CAS DataBase Reference: 7-Methoxy-1-naphthylacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Methoxy-1-naphthylacetonitrile(138113-08-3)
• EPA Substance Registry System: 7-Methoxy-1-naphthylacetonitrile(138113-08-3)

Safety Data

• RIDADR: UN 3439 6.1/PG III
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 138113-08-3(Hazardous Substances Data)

Usage

Chemical Properties

Tan Solid

InChI:InChI=1/C13H11NO/c1-15-12-6-5-10-3-2-4-11(7-8-14)13(10)9-12/h2-6,9H,7H2,1H3

Synthetic route

+ 1-chloromethyl-7-methoxynaphthalene → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

sodium cyanide (773837-37-9) + 1-bromomethyl-7-methoxynaphthalene (91571-02-7) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
In dimethyl sulfoxide at 140 - 145℃; for 3h;	99%

2-(7-methoxy-3,4-dihydronaphthalen-1-yl)acetonitrile (861960-34-1) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; under 15.0015 Torr; for 6h; Catalytic behavior; Solvent; Pressure; Green chemistry;	95%
With oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; under 15.0015 Torr; for 5h; Solvent; Pressure; Time;	93%
With oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; under 15.0015 Torr; for 5h; Pressure; Solvent;	93%

7-Methoxy-1-tetralone (6836-19-7) + cyanoacetic acid (372-09-8) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With 5%-palladium/activated carbon In dimethyl sulfoxide at 20℃; for 4.5h; Molecular sieve;	95%

1-cyano-1-(7-methoxy-3,4-dihydro-1-naphthyl)methanol acetate → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With acetic acid for 12h; Reflux;	95%

1-bromo-7-methoxy-naphthalene (83710-61-6) + cyanomethyl bromide (590-17-0) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Stage #1: 1-bromo-7-methoxy-naphthalene With iodine; magnesium In tetrahydrofuran at 5 - 38℃; for 2.08333h; Stage #2: cyanomethyl bromide In tetrahydrofuran at 0 - 55℃; for 2h; Temperature; Solvent; Concentration;	94.6%

1-cyano-1-(7-methoxy-3,4-dihydro-1-naphthyl)methanol formate → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With formic acid In toluene for 12h; Reflux;	94%

(7-hydroxy-1-naphthyl)acetonitrile (1079774-32-5) + dimethyl sulfate (77-78-1) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With potassium carbonate In acetone for 3h; Reflux;	92.9%

1-cyano-1-(7-methoxy-3,4-dihydro-1-naphthyl)methanol propionate → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
In toluene for 12h; Reflux;	92%

1-cyano-1-(7-methoxy-3,4-dihydro-1-naphthyl)methanol benzoate → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With acetic acid In toluene for 12h; Reflux;	92%

2-(2-methoxynaphthalen-8-yl)acetamide (138113-07-2) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With trichlorophosphate In dichloromethane; N,N-dimethyl-formamide at 85℃; for 2h;	91%
With triethylamine; trifluoroacetic anhydride In tetrahydrofuran for 1h; Ambient temperature;	83%
With triethylamine; trifluoroacetic anhydride In tetrahydrofuran at 20℃; Cooling with ice;	80%

1-cyano-1-(7-methoxy-3,4-dihydro-1-naphthyl)methanol butyrate → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With butyric acid In ethyl acetate for 12h; Reflux;	90%

1-cyano(7-methoxy-3,4-dihydronaphthalen-1-yl)methyl 4-chlorobenzoate → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With acetic acid for 12h; Reflux;	90%

1-cyano-1-(7-methoxy-3,4-dihydro-1-naphthyl)methanol isobutyrate → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With acetic acid for 12h; Reflux;	89%

1-hydroxy-7-methoxy-3,4-dihydro-1-naphthylacetonitrile (360766-78-5) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 1h; Heating;	88.2%

1-cyano(7-methoxy-3,4-dihydronaphthalen-1-yl)methyl p-nitrobenzoate → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With acetic acid In toluene for 12h; Reflux;	88%

1-(cyanomethyl)-7-methoxynaphthalen-2-yltrifluoromethanesulphonate → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With palladium 10% on activated carbon; hydrogen; triethylamine In ethanol at 20℃; under 3000.3 Torr; for 20h;	67%

(7-methoxy-1,2-dihydro-1-naphthyl)acetonitrile (1384168-59-5) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
With chloranil In toluene at 80℃; for 2.5h;	61%

2-(1-hydroxyl-7-methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetonitrile (59081-65-1) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: 90.7 percent / DDQ / CH2Cl2 / 20 °C 2: 88.2 percent / TsOH*H2O / benzene / 1 h / Heating View Scheme

7-Methoxy-1-tetralone (6836-19-7) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Multi-step reaction with 3 steps 1: 95 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C 2: 90.7 percent / DDQ / CH2Cl2 / 20 °C 3: 88.2 percent / TsOH*H2O / benzene / 1 h / Heating View Scheme
Multi-step reaction with 6 steps 1.1: zinc / iodine / toluene / Reflux 1.2: Reflux 1.3: 3 h / Reflux 2.1: sulfur / ethyl acetate / 10 h / 215 °C 3.1: sodium hydroxide; water / ethanol / 3 h / 20 °C 4.1: thionyl chloride / dichloromethane / 2 h / Reflux 5.1: ammonia / ethyl acetate; water / Cooling with ice 6.1: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 20 °C / Cooling with ice View Scheme
Multi-step reaction with 2 steps 1: ammonium acetate / toluene / Azeotropic reflux 2: sulfur / 0.17 h / 175 °C View Scheme

2-(7-methoxynaphthalen-1-yl)acetic acid (6836-22-2) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Multi-step reaction with 3 steps 1: SOCl2 / CHCl3 / 2 h / Heating 2: conc. aq. NH3 / diethyl ether / 0.5 h 3: 83 percent / Et3N, (CF3CO)2O / tetrahydrofuran / 1 h / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1: thionyl chloride / CHCl3 2: aq. NH4OH / diethyl ether / 0 °C 3: (CF3CO)2O / tetrahydrofuran / 0 °C View Scheme
Multi-step reaction with 3 steps 1: thionyl chloride / dichloromethane / 2 h / Reflux 2: ammonia / ethyl acetate; water / Cooling with ice 3: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 20 °C / Cooling with ice View Scheme
Multi-step reaction with 3 steps 1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 35 - 40 °C 2: ammonia / toluene / 0 - 5 °C / pH 10 - 11 3: trichlorophosphate / dichloromethane; N,N-dimethyl-formamide / 2 h / 85 °C View Scheme

(7-methoxy-1-naphthyl)acetic acid chloride (6836-23-3) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: conc. aq. NH3 / diethyl ether / 0.5 h 2: 83 percent / Et3N, (CF3CO)2O / tetrahydrofuran / 1 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: aq. NH4OH / diethyl ether / 0 °C 2: (CF3CO)2O / tetrahydrofuran / 0 °C View Scheme

ethyl 2-(7-methoxynaphthalen-1-yl)acetate (6836-21-1) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Multi-step reaction with 4 steps 1: sodium hydroxide; water / ethanol / 3 h / 20 °C 2: thionyl chloride / dichloromethane / 2 h / Reflux 3: ammonia / ethyl acetate; water / Cooling with ice 4: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 20 °C / Cooling with ice View Scheme

ethyl (1,2,3,4-tetrahydro-7-methoxy-1-naphthyl)acetate (27532-26-9) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Multi-step reaction with 5 steps 1: sulfur / ethyl acetate / 10 h / 215 °C 2: sodium hydroxide; water / ethanol / 3 h / 20 °C 3: thionyl chloride / dichloromethane / 2 h / Reflux 4: ammonia / ethyl acetate; water / Cooling with ice 5: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 20 °C / Cooling with ice View Scheme

1-methyl-7-methoxynaphthalene (2825-01-6) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 1.5 h / Reflux; Microwave irradiation 2: dimethyl sulfoxide / 3 h / 140 - 145 °C View Scheme

(7-methoxy-4-oxo-1,2,3,4-tetrahydro-1-naphthyl)acetonitrile (1384168-60-8) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: aluminum isopropoxide / isopropyl alcohol / 20 °C / Reflux 1.2: 1 h / Dean-Stark; Reflux 2.1: chloranil / toluene / 2.5 h / 80 °C View Scheme

O-ethyl S-2-(4-methoxyphenyl)-2-oxoethyl carbonodithioate (93624-01-2) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: ethyl acetate / 0.25 h / Reflux; Inert atmosphere 1.2: Reflux 2.1: chlorobenzene / 0.25 h / Reflux; Inert atmosphere 2.2: Reflux 3.1: aluminum isopropoxide / isopropyl alcohol / 20 °C / Reflux 3.2: 1 h / Dean-Stark; Reflux 4.1: chloranil / toluene / 2.5 h / 80 °C View Scheme

S-[1-(cyanomethyl)-4-(4-methoxyphenyl)-4-oxobutyl]-O-ethyl dithiocarbonate (1384168-58-4) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: chlorobenzene / 0.25 h / Reflux; Inert atmosphere 1.2: Reflux 2.1: aluminum isopropoxide / isopropyl alcohol / 20 °C / Reflux 2.2: 1 h / Dean-Stark; Reflux 3.1: chloranil / toluene / 2.5 h / 80 °C View Scheme

[7-Methoxy-3,4-dihydro-2H-naphthalen-(1E)-ylidene]-acetic acid (63319-95-9) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Multi-step reaction with 4 steps 1: palladium on activated charcoal; sodium carbonate; acrylic acid / water / 100 - 105 °C 2: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 35 - 40 °C 3: ammonia / toluene / 0 - 5 °C / pH 10 - 11 4: trichlorophosphate / dichloromethane; N,N-dimethyl-formamide / 2 h / 85 °C View Scheme

ethyl (7-methoxy-1,2,3,4-tetrahydro-1-naphthalenylidene)acetate (6836-20-0) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Conditions	Yield
Multi-step reaction with 5 steps 1: potassium hydroxide / tert-butyl alcohol / 2 h / 85 - 90 °C 2: palladium on activated charcoal; sodium carbonate; acrylic acid / water / 100 - 105 °C 3: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 35 - 40 °C 4: ammonia / toluene / 0 - 5 °C / pH 10 - 11 5: trichlorophosphate / dichloromethane; N,N-dimethyl-formamide / 2 h / 85 °C View Scheme

(7-methoxy-1-naphthyl)acetonitrile (138113-08-3) → 2-(7-methoxy-3,4-dihydronaphthalen-1-yl)acetonitrile (861960-34-1)

Conditions	Yield
With allyl methacrylate; 5% active carbon-supported ruthenium In toluene at 80℃; for 4h; Catalytic behavior; Temperature; Solvent;	96.2%

(7-methoxy-1-naphthyl)acetonitrile (138113-08-3) → 2-(7-methoxynaphth-1-yl)ethylamine (138113-09-4)

Conditions	Yield
With ammonia; hydrogen In ethanol; water at 60℃; under 228015 Torr; for 12h; Autoclave;	95%
With hydrogen; ammonium hydroxide; nickel In methanol at 20℃; under 3102.97 Torr; for 20h;	92%
With ammonia; hydrogen In ethanol at 45℃; under 15001.5 Torr; Temperature; Pressure; Green chemistry;	71.2%

(7-methoxy-1-naphthyl)acetonitrile (138113-08-3) → d2-(7-methoxy-naphthalen-1-yl)acetonitrile (1079390-50-3)

Conditions	Yield
With d(4)-methanol; water-d2; potassium carbonate In tetrahydrofuran at 20℃; for 5h;	95%

(7-methoxy-1-naphthyl)acetonitrile (138113-08-3) → 2-(7-methoxynaphthalen-1-yl)acetic acid (6836-22-2)

Conditions	Yield
With water; sodium hydroxide at 120℃; for 0.666667h; Microwave irradiation;	93%

(7-methoxy-1-naphthyl)acetonitrile (138113-08-3) → 2-(7-methoxynaphthalen-1-yl)ethanamine hydrochloride (139525-77-2)

Conditions	Yield
With hydrogen; sodium hydroxide In methanol; water at 30℃; under 3000.3 Torr;	92%
Stage #1: (7-methoxy-1-naphthyl)acetonitrile With hydrogen; sodium hydroxide In methanol; water; isopropyl alcohol at 25 - 30℃; under 7500.75 Torr; Stage #2: With hydrogenchloride In methanol; water; isopropyl alcohol at 50 - 55℃; for 1h;	90%
Stage #1: (7-methoxy-1-naphthyl)acetonitrile With ammonia; hydrogen In methanol at 15 - 55℃; under 3750.38 Torr; Autoclave; Stage #2: With hydrogenchloride In methanol; water; ethyl acetate at 0 - 5℃; for 1h;	83%

acetic anhydride (108-24-7) + (7-methoxy-1-naphthyl)acetonitrile (138113-08-3) → agomelatine (138112-76-2)

Conditions	Yield
With hydrogen; Raney nickel In ethanol; water at 70℃; under 22502.3 Torr;	89%
With hydrogen In ethanol; water at 70℃; under 22502.3 Torr;	89%
With hydrogen In ethanol; water at 70℃; under 22502.3 Torr; for 1h;	89%
With hydrogen In ethanol at 60℃; under 37503.8 Torr; for 4h;
Stage #1: (7-methoxy-1-naphthyl)acetonitrile With hydrogen; sodium hydroxide In methanol; water at 30℃; under 3000.3 Torr; Stage #2: acetic anhydride In methanol at 15 - 25℃;

(7-methoxy-1-naphthyl)acetonitrile (138113-08-3) + carbonic acid dimethyl ester (616-38-6) → methyl 2-cyano-2-(7-methoxynaphthalen-1-yl)acetate (148057-30-1)

Conditions	Yield
With sodium at 110℃; for 1h;	88%
Stage #1: (7-methoxy-1-naphthyl)acetonitrile With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Reflux; Stage #2: carbonic acid dimethyl ester In tetrahydrofuran; mineral oil for 0.5h; Reflux;	80%
Stage #1: (7-methoxy-1-naphthyl)acetonitrile With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Heating / reflux; Stage #2: carbonic acid dimethyl ester In tetrahydrofuran for 0.5h; Heating / reflux;
Stage #1: (7-methoxy-1-naphthyl)acetonitrile With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Heating / reflux; Stage #2: carbonic acid dimethyl ester In tetrahydrofuran for 0.5h; Heating / reflux; Stage #3: With hydrogenchloride In water

(7-methoxy-1-naphthyl)acetonitrile (138113-08-3) + methyl iodide (74-88-4) → 2-(7-methoxynaphthalen-1-yl)propionitrile (259866-21-2)

Conditions	Yield
Stage #1: (7-methoxy-1-naphthyl)acetonitrile With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Metallation; Stage #2: methyl iodide In N,N-dimethyl-formamide for 1h; Methylation;	84%

(7-methoxy-1-naphthyl)acetonitrile (138113-08-3) + diphenyl(vinyl)sulfonium trifluoromethanesulfonate → 1-(7-methoxynaphthalen-1-yl)cyclopropane carbonitrile

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 21℃; for 12h;	83%

carbon dioxide (124-38-9) + (7-methoxy-1-naphthyl)acetonitrile (138113-08-3) → 2-(7-methoxynaphthalen-1-yl)ethanamine carbon dioxide adduct

Conditions	Yield
Stage #1: (7-methoxy-1-naphthyl)acetonitrile With ammonium hydroxide; hydrogen In methanol; water at 40℃; Stage #2: carbon dioxide In toluene at 10 - 15℃;	81%

(7-methoxy-1-naphthyl)acetonitrile (138113-08-3) + methyl iodide (74-88-4) → 2-(7-methoxynaphthalen-1-yl)-2-methylpropanenitrile (1574512-73-4)

Conditions	Yield
Stage #1: (7-methoxy-1-naphthyl)acetonitrile With sodium hydride In N,N-dimethyl-formamide; mineral oil at -30℃; Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at -30 - 65℃;	80.3%
Stage #1: (7-methoxy-1-naphthyl)acetonitrile With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: methyl iodide In acetone for 2h; Reflux;	75%

di-tert-butyl dicarbonate (24424-99-5) + (7-methoxy-1-naphthyl)acetonitrile (138113-08-3) → Tert-butyl (2-(7-methoxynaphthalen-1-yl)ethyl)carbamate (1617524-06-7)

Conditions	Yield
With sodium tetrahydroborate; nickel dichloride In methanol at 20℃; for 12h; Inert atmosphere;	80%

bromoacetic acid methyl ester (96-32-2) + (7-methoxy-1-naphthyl)acetonitrile (138113-08-3) → methyl 3-cyano-3-(7-methoxynaphthalen-1-yl)propanoate (259866-37-0)

Conditions	Yield
Stage #1: (7-methoxy-1-naphthyl)acetonitrile With tetrabutylammomium bromide; potassium carbonate In acetone for 0.5h; Reflux; Stage #2: bromoacetic acid methyl ester In acetone for 24h; Reflux;	75%
Stage #1: (7-methoxy-1-naphthyl)acetonitrile With sodium hydride In tetrahydrofuran at 50℃; for 1h; Metallation; Stage #2: bromoacetic acid methyl ester In tetrahydrofuran for 1h; Alkylation; Heating;	67%

(7-methoxy-1-naphthyl)acetonitrile (138113-08-3) + α-bromoacetophenone (70-11-1) → 4-(7-methoxynaphthalen-1-yl)-1-phenylbutane-1,3-dione

Conditions	Yield
Stage #1: (7-methoxy-1-naphthyl)acetonitrile; α-bromoacetophenone With chloro-trimethyl-silane; zinc In tetrahydrofuran for 6h; Blaise Reaction; Reflux; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; water at 100℃; for 0.5h; pH=2; Blaise Reaction; Inert atmosphere;	75%

Upstream product

• 83710-61-6 1-bromo-7-methoxy-naphthalene 
• 590-17-0 cyanomethyl bromide 
• 5060-82-2 7-methoxy-2-naphthol 
• 6836-19-7 7-Methoxy-1-tetralone 
• 372-09-8 cyanoacetic acid 
• 127299-26-7 (7-methoxy-3,4-dihydro-2H-naphthalene-1-ylidene)acetonitrile 
• 1607465-48-4 (7-hydroxy-3,4-dihydro-1-naphthalenyl)acetonitrile 
• 22009-38-7 7-hydroxy-1-tetralone 
• 1079774-32-5 (7-hydroxy-1-naphthyl)acetonitrile 
• 77-78-1 dimethyl sulfate 
• 6836-20-0 ethyl (7-methoxy-1,2,3,4-tetrahydro-1-naphthalenylidene)acetate 
• 63319-95-9 [7-Methoxy-3,4-dihydro-2H-naphthalen-(1E)-ylidene]-acetic acid 
• 1384168-58-4 S-[1-(cyanomethyl)-4-(4-methoxyphenyl)-4-oxobutyl]-O-ethyl dithiocarbonate 
• 93624-01-2 O-ethyl S-2-(4-methoxyphenyl)-2-oxoethyl carbonodithioate 

Downstream Products

• 138112-76-2 agomelatine 
• 6836-22-2 2-(7-methoxynaphthalen-1-yl)acetic acid 
• 861960-34-1 2-(7-methoxy-3,4-dihydronaphthalen-1-yl)acetonitrile 
• 1647055-46-6 1-(7-methoxynaphthalen-1-yl)cyclopropane carbonitrile 
• 1385018-58-5 N,N-bis[2-(7-methoxynaphthalen-1-yl)-ethyl]acetamide 
• 1595280-07-1 3,4-dichloro-1-(2-(7-methoxynaphthalen-1-yl)ethyl)-1H-pyrrole-2,5-dione 
• 1595280-05-9 1-(2-(7-methoxynaphthalen-1-yl)ethyl)-1H-pyrrole-2,5-dione 
• 1595280-22-0 N-(2-(7-methoxynaphthalen-1-yl)ethyl)-4-phenylpiperidine-1-carboxamide 
• 1595280-04-8 1-(2-(7-methoxynaphthalen-1-yl)ethyl)-3,4-dimethyl-1H-pyrrole-2,5-dione 
• 138112-82-0 N-[2-(7-methoxynaphth-1-yl)ethyl]-4chlorobutyramide 
• 138112-95-5 S 20255 
• 138112-91-1 S 20254 
• 138113-02-7 S 20305 
• 138112-77-3 S 20099 

Relevant articles and documents

An efficient synthesis of 7-methoxy-1-naphthylacetic acid

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Preparation method of agomelatine intermediate

The invention relates to a preparation method of an agomelatine intermediate. Specifically, the invention provides a preparation method of an agomelatine important intermediate 2-(7-methoxy-1-naphthyl)acetonitrile II, 7-methoxy-1-tetralone is used as an initial raw material, condensation and oxidation reactions are carried out to obtain the intermediate 2-(7-methoxy-1-naphthyl)acetonitrile, and the preparation method has the advantages of good yield, high product purity, simple reaction and easy operation, and is suitable for industrial production .

Preparation method of agomelatine intermediate

The invention discloses a preparation method of an agomelatine intermediate. The preparation method comprises steps as follows: firstly, 1-bromo-7-methoxynaphthalene is dissolved in an organic solvent, and a mixed solution is formed; elementary alkali metal and an initiator are added to a reaction bottle, the organic solvent is added to the reaction bottle and stirred uniformly, the prepared mixed solution is dropwise added slowly, when a reaction liquid is boiled slightly, the organic solvent is supplemented into the reaction bottle and stirring is started, the prepared mixed solution is dropwise added continuously, and a reaction liquid of a 1-bromo-7-methoxynaphthalene Grignard reagent is obtained after the heat preservation reaction; bromoacetonitrile is added to the organic solvent, a bromoacetonitrile mixed liquid is prepared, the prepared bromoacetonitrile mixed liquid is dropwise added slowly to the reaction liquid of the Grignard reagent, and (7-methoxy-1-naphthyl) acetonitrile is obtained after the heat preservation reaction and aftertreatment. With the adoption of the method, industrial production can be realized, 1-bromo-7-methoxynaphthalene is taken as a starting material, the cost can be saved, the product quality is stable, the yield is high, and the preparation method is applicable to large-scale industrial stable production.