Methyl Bromide → DL-2-(4-chlorophenyl)propanoic acid

HRID 638109Notes

Reaction equation

HRID 638109 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.[CH3:13]Br>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH3:13])[C:9]([O:11][CH3:12])=[O:10])=[CH:6][CH:7]=1.[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:13])[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6323Methyl BromideHCID 104196Methyl 4-chlorophenylacetate

Product 2

HCID 102525DL-2-(4-chlorophenyl)propanoic acidHCID 12398854Methyl 2-(4-chlorophenyl)propanoate

Procedure

The same reaction and the same treatment as in Example 1 were followed using methyl p-chlorophenylacetate and methyl bromide, producing methyl p-chloro(α-methyl)phenylacetate in a yield of 83% and p-chloro(α-methyl)phenylacetic acid in a yield of 5%. The spectral data of the ester were as follows.

Workup

  1. customThe same reaction

Sources & evidence

ORD record
ord-874aa93ea73a4508a7e4b59f7852ae93
Source dataset
uspto-grants-1985_12
Patent number
US04560447

Reaction notes

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