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7-Methoxy-1-naphthaleneacetic acid ethyl ester
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Name

7-Methoxy-1-naphthaleneacetic acid ethyl ester

 EINECS 1312995-182-4
CAS No. 6836-21-1 Density 1.126 g/cm3
PSA 35.53000 LogP 2.95400
Solubility N/A Melting Point N/A
Formula C15H16O3 Boiling Point 370.4ºC at 760 mmHg
Molecular Weight 244.29 Flash Point 155.1ºC
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 6836-21-1 (7-Methoxy-1-naphthaleneacetic acid ethyl ester) Hazard Symbols N/A
Synonyms

1-Naphthaleneaceticacid, 7-methoxy-, ethyl ester;

Article Data 9

7-Methoxy-1-naphthaleneacetic acid ethyl ester 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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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;
6836-21-1

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

99416-99-6

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

Conditions
ConditionsYield
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%

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

Product Name: Ethyl (7-methoxynaphthalen-1-yl)acetate
Synonyms of Ethyl (7-methoxynaphthalen-1-yl)acetate (CAS NO.6836-21-1): 7-Methoxy-1-naphthaleneacetic acid ethyl ester
CAS NO: 6836-21-1
Molecular Formula of Ethyl (7-methoxynaphthalen-1-yl)acetate (CAS NO.6836-21-1): C15H16O3
Molecular Weight: 244.2857
Molecular Structure:

H bond acceptors: 3 
Freely Rotating Bonds: 5
Polar Surface Area: 35.53 Å2
Index of Refraction: 1.572
Molar Refractivity: 71.36 cm3
Molar Volume: 216.8 cm3
Surface Tension: 40.9 dyne/cm
Density of Ethyl (7-methoxynaphthalen-1-yl)acetate (CAS NO.6836-21-1): 1.126 g/cm3
Flash Point: 155.1 °C
Enthalpy of Vaporization: 61.73 kJ/mol
Boiling Point: 370.4 °C at 760 mmHg
Vapour Pressure: 1.11E-05 mmHg at 25°C

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