Phenylacetic Acid → Phenylacetyl chloride

HRID 2231838Notes

Reaction equation

HRID 2231838 reaction equation
[C:1]1([CH2:7][C:8]([OH:10])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(Cl)(=O)C([Cl:14])=O>C(Cl)Cl>[C:1]1([CH2:7][C:8]([Cl:14])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 999Phenylacetic AcidHCID 65578Oxalyl chloride

Product 1

HCID 7679Phenylacetyl chlorideYield 99.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 27.2 g (0.2 moles) phenylacetic acid and 28 g (0.22 moles) oxalyl chloride in 150 ml methylene chloride were stirred for 24 hours. Excess reagent and solvent were removed by stripping to give 30.8 g of phenylacetyl chloride, which was used in step (b) without further isolation.

Workup

  1. customExcess reagent and solvent were removed

Sources & evidence

ORD record
ord-1f6b6937e5114db3a8bfcd3cc99d90c2
Source dataset
uspto-grants-1988_11
Patent number
US04785019

Reaction notes

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