• Name

  7-Methoxy-1-naphthaleneacetic acid ethyl ester

• EINECS 1312995-182-4
• CAS No. 6836-21-1
• Article Data9
• CAS DataBase
• Density 1.126 g/cm³
• Solubility
• Melting Point
• Formula C₁₅H₁₆O₃
• Boiling Point 370.4ºC at 760 mmHg
• Molecular Weight 244.29
• Flash Point 155.1ºC
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 1-Naphthaleneaceticacid, 7-methoxy-, ethyl ester;
• PSA 35.53000
• LogP 2.95400

Synthetic route

99416-97-4

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

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

Conditions

Conditions	Yield
sulfur at 215 - 225℃;	95.79%
With 1,1-Diphenylethylene; palladium on activated charcoal; 1-Methylnaphthalene at 250 - 260℃; for 3h;	81%
With 1,1-Diphenylethylene; 1-Methylnaphthalene; palladium 10% on activated carbon at 250 - 260℃; for 3h;	19.2%

6836-20-0

ethyl (7-methoxy-1,2,3,4-tetrahydro-1-naphthalenylidene)acetate

27533-70-6

2-(7-methoxy-3,4-dihydro-naphthalen-1-yl)-acetic acid ethyl ester

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 15 - 20℃;	95%

27533-70-6

2-(7-methoxy-3,4-dihydro-naphthalen-1-yl)-acetic acid ethyl ester

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 15 - 20℃;	91%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 25 - 30℃; for 12h;	87.3%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 15℃; Reagent/catalyst; Temperature; Solvent; Large scale;	14 kg

6836-19-7

7-Methoxy-1-tetralone

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) N-isopropylcyclohexylamine, n-butyllithium / 1.) THF, hexane, -75 deg C, 15 min, 2.) THF, hexane, -78 deg C, 1.5 h 2: 81 percent / 10percent Pd/C, 1,1-diphenylethylene, 1-methylnaphthalene / 3 h / 250 - 260 °C View Scheme
Multi-step reaction with 2 steps 1.1: zinc / tert-butyl methyl ether / 55 - 60 °C 1.2: 10 - 15 °C 2.1: sulfur / 215 - 225 °C View Scheme
Multi-step reaction with 2 steps 1.1: zinc / iodine / toluene / Reflux 1.2: Reflux 1.3: 3 h / Reflux 2.1: sulfur / ethyl acetate / 10 h / 215 °C View Scheme
Multi-step reaction with 2 steps 1: sodium methylate; sodium / methanol; tetrahydrofuran / Reflux; Large scale 2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 15 °C / Large scale View Scheme

4521-28-2

4-(4-Methoxyphenyl)butyric acid

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 83 percent / polyphosphoric acid / 0.12 h / 90 - 100 °C 2: 1.) N-isopropylcyclohexylamine, n-butyllithium / 1.) THF, hexane, -75 deg C, 15 min, 2.) THF, hexane, -78 deg C, 1.5 h 3: 81 percent / 10percent Pd/C, 1,1-diphenylethylene, 1-methylnaphthalene / 3 h / 250 - 260 °C View Scheme

ethyl (7-methoxy-1,2,3,4-tetrahydronaphthyliden-1-yl)acetate

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

Conditions

Conditions	Yield
With hydrogen sulfide In ethyl acetate

27532-26-9

ethyl (1,2,3,4-tetrahydro-7-methoxy-1-naphthyl)acetate

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

Conditions

Conditions	Yield
With sulfur In ethyl acetate at 215℃; for 10h;

27533-69-3

2-(1,2-dihydro-6-methoxynaphthalen-4-yl)acetic acid

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / ethanol / 12 h / 100 - 102 °C 2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 12 h / 25 - 30 °C View Scheme

7270-63-5

5-diazo-2,2-dimethyl-1,3-dioxane-4,6-dion

64-17-5

ethanol

93-04-9

2-Methoxynaphthalene

A

38077-95-1

(6-methoxynaphthalen-2-yl)acetic acid ethyl ester

B

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

Conditions

Conditions	Yield
Stage #1: 5-diazo-2,2-dimethyl-1,3-dioxane-4,6-dion; 2-Methoxynaphthalene With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; sodium sulfate at 20℃; for 18h; Inert atmosphere; Stage #2: ethanol at 80℃; Inert atmosphere; Stage #3: With triethylamine at 80℃; for 0.25h; Inert atmosphere; Overall yield = 72 %; Overall yield = 176 mg;

...Expand

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

99416-99-6

2-(7-methoxynaphthalen-1-yl)ethan-1-ol

Conditions

Conditions	Yield
With sodium tetrahydroborate; ethanol; calcium chloride In tetrahydrofuran at 5 - 20℃; Reagent/catalyst; Solvent; Temperature;	97%
With lithium aluminium tetrahydride In diethyl ether Ambient temperature;	94%

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

6836-22-2

2-(7-methoxynaphthalen-1-yl)acetic acid

Conditions

Conditions	Yield
Stage #1: ethyl 2-(7-methoxynaphthalen-1-yl)acetate With sodium hydroxide; water In methanol at 40℃; for 2h; Stage #2: With hydrogenchloride In water pH=2;	90%
In sodium hydroxide; ethanol	68%
Stage #1: ethyl 2-(7-methoxynaphthalen-1-yl)acetate With ethanol; sodium hydroxide for 2h; Reflux; Stage #2: With hydrogenchloride; water pH=1 - 2; Cooling with ice;	4.9 g
Stage #1: ethyl 2-(7-methoxynaphthalen-1-yl)acetate With water; sodium hydroxide In ethanol at 20℃; for 3h; Stage #2: With hydrogenchloride In ethanol; water

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

ethyl 2-[7-methoxy(1-naphthyl)]-2-diazoacetate

Conditions

Conditions	Yield
With 4-toluenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 0 - 20℃; Inert atmosphere;	90%

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

138113-07-2

2-(2-methoxynaphthalen-8-yl)acetamide

Conditions

Conditions	Yield
With ammonia In ethanol at -78 - 30℃;	87.6%
Multi-step reaction with 3 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 View Scheme
With ammonium hydroxide In methanol at 40 - 50℃; for 5h;	9.3 kg

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

98-88-4

benzoyl chloride

ethyl (3-benzoyl-7-methoxy-1-naphthyl)acetate

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 0 - 20℃;

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

99417-00-2

1-(2-bromoethyl)-7-methoxy-1-naphthalene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 94 percent / lithium aluminum hydride / diethyl ether / Ambient temperature 2: pyridine / 2 h 3: KBr, 18-crown-6 ether / acetone / Heating View Scheme

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

99417-02-4

3-<2-(7-methoxy-1-naphthyl)ethyl>cyclohexanone 2,3-oxide

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 94 percent / lithium aluminum hydride / diethyl ether / Ambient temperature 2: pyridine / 2 h 3: KBr, 18-crown-6 ether / acetone / Heating 4: 1.) Mg, 1,2-dibromoethane / 1.) ether, 1 h, 2.) ether, 5 deg C - 9 deg C, 4 h 5: 88 percent / 30percent aq. H2O2, 6 N aq. NaOH / ethanol / 3 h / 20 °C View Scheme

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

99439-47-1

3-<2-(7-methoxy-1-naphthyl)ethyl>-2-cyclohexeneone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 94 percent / lithium aluminum hydride / diethyl ether / Ambient temperature 2: pyridine / 2 h 3: KBr, 18-crown-6 ether / acetone / Heating 4: 1.) Mg, 1,2-dibromoethane / 1.) ether, 1 h, 2.) ether, 5 deg C - 9 deg C, 4 h View Scheme

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

99417-10-4

7-methoxy-1-naphthylethyl benzenesulfonate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / lithium aluminum hydride / diethyl ether / Ambient temperature 2: pyridine / 2 h View Scheme

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

138113-09-4

2-(7-methoxynaphth-1-yl)ethylamine

Conditions

Conditions	Yield
Multi-step reaction with 5 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 5: hydrogen; ammonia / ethanol; water / 12 h / 60 °C / 228015 Torr / Autoclave View Scheme
Multi-step reaction with 4 steps 1: sodium tetrahydroborate; calcium chloride; ethanol / tetrahydrofuran / 5 - 20 °C 2: triethylamine / dichloromethane / 15 °C 3: dimethyl sulfoxide / 50 °C 4: sodium hydroxide; methanol / 18 h / 40 °C View Scheme

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

138112-76-2

agomelatine

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: sodium hydroxide; water / ethanol / 3 h / 20 °C 2.1: thionyl chloride / dichloromethane / 2 h / Reflux 3.1: ammonia / ethyl acetate; water / Cooling with ice 4.1: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 20 °C / Cooling with ice 5.1: hydrogen; ammonia / ethanol; water / 12 h / 60 °C / 228015 Torr / Autoclave 6.1: pyridine / 40 °C 6.2: 20 °C / Cooling with ice View Scheme
Multi-step reaction with 5 steps 1: sodium tetrahydroborate; calcium chloride; ethanol / tetrahydrofuran / 5 - 20 °C 2: triethylamine / dichloromethane / 15 °C 3: dimethyl sulfoxide / 50 °C 4: sodium hydroxide; methanol / 18 h / 40 °C 5: toluene / 3 h / 40 °C View Scheme

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

138113-08-3

(7-methoxy-1-naphthyl)acetonitrile

Conditions

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

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

6836-23-3

(7-methoxy-1-naphthyl)acetic acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide; water / ethanol / 3 h / 20 °C 2: thionyl chloride / dichloromethane / 2 h / Reflux View Scheme

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

185336-04-3

2-(7-methoxynaphthalen-1-yl)ethyl methanesulphonate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; calcium chloride; ethanol / tetrahydrofuran / 5 - 20 °C 2: triethylamine / dichloromethane / 15 °C View Scheme

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

1424944-39-7

N-formyl-N-(2-(7-methoxynaphthalen-1-yl)ethyl)formamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium tetrahydroborate; calcium chloride; ethanol / tetrahydrofuran / 5 - 20 °C 2: triethylamine / dichloromethane / 15 °C 3: dimethyl sulfoxide / 50 °C View Scheme

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

(3-benzoyl-7-methoxy-1-naphthyl)acetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / dichloromethane / 0 - 20 °C 2.1: lithium hydroxide; water / 1,4-dioxane / 3 h / 20 °C 2.2: pH ~ 2 View Scheme

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

960232-20-6

(3-benzoyl-7-methoxy-1-naphthyl)-N,N-dipropylacetamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / dichloromethane / 0 - 20 °C 2.1: lithium hydroxide; water / 1,4-dioxane / 3 h / 20 °C 2.2: pH ~ 2 3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C View Scheme

6836-21-1

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

C24H22O3S

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1,8-diazabicyclo[5.4.0]undec-7-ene; 4-toluenesulfonyl azide / acetonitrile / 0 - 20 °C / Inert atmosphere 2: dichloromethane / 24 h / Irradiation; Sealed tube View Scheme

7-Methoxy-1-naphthaleneacetic acid ethyl ester Chemical Properties