Phenylacetyl chloride → N-(phenylacetyl)-D,L-alanine iso-butyl ester

HRID 2271127Notes

Reaction equation

HRID 2271127 reaction equation
[C:1]1([CH2:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH2:12]([O:16][C:17](=[O:21])[CH:18]([CH3:20])[NH2:19])[CH:13]([CH3:15])[CH3:14]>>[CH2:12]([O:16][C:17](=[O:21])[CH:18]([CH3:20])[NH:19][C:8](=[O:9])[CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH:13]([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 7679Phenylacetyl chlorideHCID 862001092-Methylpropyl 2-aminopropanoate hydrochloride

Product 1

HCID 9903374N-(phenylacetyl)-D,L-alanine iso-butyl ester

Procedure

Following General Procedure A above and using phenylacetyl chloride (Aldrich) and D,L-alanine iso-butyl ester hydrochloride (from Example B above), the title compound was prepared. The reaction was monitored by tlc on silica gel and purification was by extraction with Et2O followed by washes with aqueous K2CO3 and aqueous HCl.

Workup

  1. customThe reaction was monitored by tlc on silica gel and purification
  2. extractionwas by extraction with Et2O

Sources & evidence

ORD record
ord-931f1f29989543ee9af1afc37bfb5d01
Source dataset
uspto-grants-2001_12
Patent number
US06333351B1

Reaction notes

Loading…