(3-cyanophenyl) acetate synthesis

5synthesis methods

Product Name:(3-cyanophenyl) acetate
CAS Number:55682-11-6
Molecular formula:C9H7NO2
Molecular Weight:161.16

873-62-1 Synthesis

873-62-1
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55682-11-6
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Yield:-

Reaction Conditions:

at 20; for 2 - 18 h;

Steps:

5
To a phenol, was added an acetylation reagent, such as acetyl chloride (1.0-2.0) or acetic anhydride, and the reaction mixture stirred for 2-18 hours at a temperature between room temperature and reflux. Excess acetylation reagent was removed in vacuo, then the O-acetylated phenol was treated with AICI₃ (1.0-1.25 eq) and heated to a high temperature, such as 180° C for 30-60 minutes. The reaction mixture was then cooled, quenched with aqueous acid, and filtered to afford the desired ortho- ' hydroxyacetophenone.Hydroxyacetophenones were prepared, using the method of Hydroxyacetophenone Preparation 5, from commercially available reagents as follows: 4-Acetyl-3-hydroxy-benzonitrile from 3- hydroxybenzonitrile, 1-(5-chloro-4-fluoro-2-hydroxyphenyl)ethanone from 4-chloro-3-fluorophenol, 1-(4-chloro-5-fluoro-2-hydroxyρhenyl)ethanone from 3-chloro-4-fluorophenol, 1-(5-bromo-2-hydroxy-4- methylphenyl)ethanone from 4-bromo-3-methylphenol₁ 1-(2,4-dichloro-6-hydroxyphenyl)ethanone from 3,5-dichlorophenol, 1-(3-chloro-6-hydroxy-2,4-dimethylphenyl)ethanone from 4-chloro-3,5- dimethylphenol.

References:

PFIZER PRODUCTS INC. WO2008/65508, 2008, A1 Location in patent:Page/Page column 25-26