Phenylacetyl chloride → 2-(3-Phenylacetamido-4-hydroxyphenyl)propionitrile

HRID 866561Notes

Reaction equation

[C:1]1([CH2:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:11][C:12]1[CH:13]=[C:14]([CH:19]([CH3:22])[C:20]#[N:21])[CH:15]=[CH:16][C:17]=1[OH:18]>N1C=CC=CC=1>[C:1]1([CH2:7][C:8]([NH:11][C:12]2[CH:13]=[C:14]([CH:19]([CH3:22])[C:20]#[N:21])[CH:15]=[CH:16][C:17]=2[OH:18])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Conditions

Temperature: 100 °C

Procedure

Phenyl acetyl chloride (28.0 g.) was added over 20 minutes to a cooled stirred solution of 2-(3-amino-4-hydroxyphenyl) propionitrile (29.0 g.) in anhydrous pyridine (200 ml.) at 0°-3° C. After addition was complete, the mixture was heated at 100° C. for 1 hour. After evaporation under reduced pressure, 2-(3-phenylacetamido-4-hydroxyphenyl)propionitrile was isolated as an oil.

Workup

additionAfter addition
customAfter evaporation under reduced pressure

Sources & evidence

ORD record: ord-1d3feb24f765494cbd144ef7f5a41f75
Source dataset: uspto-grants-1978_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04100168

Reaction notes

Loading…