(4-Chlorophenyl)acetic acid → DL-2-(4-chlorophenyl)propanoic acid

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.Cl[C:13]1C=CC=CC=1C(C)C(O)=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH3:13])[C:9]([OH:11])=[O:10])=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 15880(4-Chlorophenyl)acetic acid

HCID 126365742-(2-Chlorophenyl)propanoic acid

Product 1

HCID 102525DL-2-(4-chlorophenyl)propanoic acidYield 73%

Procedure

The titled compound was prepared from p-chlorophenylacetic acid in 73% yield in the same manner as the preparation of 2-(2-Chlorophenyl)propionic acid in Example 184a. MS (ESI) 185 (MH+).

Sources & evidence

ORD record: ord-afff93a607114d7c9e753e7a25001a1d
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07365085B2

Reaction notes

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