4-METHOXYPHENYLACETYL CHLORIDE Chemical Properties

Boiling point:

143 °C10 mm Hg(lit.)

Density 

1.208 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.54(lit.)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,2-8°C

form 

Liquid

color 

Clear light yellow

Sensitive 

Moisture Sensitive

BRN 

908061

CAS DataBase Reference

4693-91-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

C

Risk Statements 

14-34-37

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

F 

8-10

HazardClass 

8

PackingGroup 

II

HS Code 

29189900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-METHOXYPHENYLACETYL CHLORIDE Usage And Synthesis

Chemical Properties

clear light yellow liquid

Uses

4-Methoxyphenylacetyl chloride may be used in the synthesis of:

• substituted spiro[4.5]decane
• 1-(4′-hydroxybenzyl)-6, 7-dihydroxy-1, 2, 3, 4-tetrahydroisoquinoline (higenamine), a cardiotonic principle of aconite root
• 2,5-naphthyridine
• (R)-(+)-nor-roefractine

Synthesis

The general procedure for the synthesis of 4-methoxyphenylacetyl chloride from 4-methoxyphenylacetic acid was as follows: 16.62 g (0.1 mol) of 4-methoxyphenylacetic acid was dissolved in 10 mL of benzene, followed by the slow addition of 29 mL (0.2 mol) of thionyl chloride to the solution. The reaction mixture was heated to reflux temperature and stirred continuously for 1 hour under this condition. Upon completion of the reaction, the residual thionyl chloride in the reaction solution and the concentrated solvent were removed by distillation under reduced pressure to afford 4-methoxybenzeneacetyl chloride (Compound I) as a liquid phase product in quantitative yield. The obtained product can be used for subsequent reaction without further purification.

References

[1] European Journal of Medicinal Chemistry, 2005, vol. 40, # 8, p. 764 - 771
[2] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 22, p. 6160 - 6163
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 10, p. 2899 - 2903
[4] Patent: WO2005/92896, 2005, A1. Location in patent: Page/Page column 27
[5] Chinese Chemical Letters, 2013, vol. 24, # 8, p. 673 - 676

4-METHOXYPHENYLACETYL CHLORIDE(4693-91-8)Related Product Information

• Pivaloyl chloride
• Phenylacetyl chloride
• Acetyl chloride
• 3-Methoxyphenylacetyl chloride ,98%,3-METHOXYPHENYLACETYL CHLORIDE
• (2,5-DIMETHOXYPHENYL)ACETYL CHLORIDE
• 4-METHOXYPHENYLACETYL CHLORIDE
• 2-METHOXYPHENYLACETYL CHLORIDE
• HOMOVERATRYL CHLORIDE
• 1-(4-METHOXYPHENYL)CYCLOHEXANECARBONYL CHLORIDE
• 4-BENZYLOXYPHENYLACETYL CHLORIDE
• BENZO[1,3]DIOXOL-5-YL-ACETYL CHLORIDE
• TIMTEC-BB SBB011277
• 1-(4-METHOXYPHENYL)CYCLOPENTANECARBONYL CHLORIDE
• METHOXYPHENYLACETYL CHLORIDE
• 2-(TRIFLUOROMETHYL)-2-METHOXYPHENYLACETYL CHLORIDE, 98% MIN.
• 2-(TRIFLUOROMETHYL)-2'-METHOXYPHENYLACETYL CHLORIDE
• AKOS 226-52
• (3,4-DIHYDRO-2H-BENZO[B][1,4]DIOXEPIN-7-YL)-ACETYL CHLORIDE