Oxalyl chloride → 3-Phenoxyphenylacetyl chloride

HRID 2392704Notes

Reaction equation

HRID 2392704 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([CH2:14][C:15]([OH:17])=O)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:21])=O>ClCCl>[O:1]([C:8]1[CH:9]=[C:10]([CH2:14][C:15]([Cl:21])=[O:17])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 1417493-Phenoxyphenylacetic acid

Product 1

HCID 129401163-Phenoxyphenylacetyl chlorideYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of m-phenoxyphenylacetic acid (110) (1.14 g, 5.0 mmol) in 15 mL of dichloromethane was added 1.27 g (0.87 mL) of oxalyl chloride. The resulting solution was allowed to stir at room temperature for 24 hr. Solvent was evaporated to give an oil (1.233 g, 97%), which was used in next step without purification.

Workup

  1. customSolvent was evaporated

Sources & evidence

ORD record
ord-9e73c4e489d44c83897eee42ec459913
Source dataset
uspto-grants-1998_09
Patent number
US05801183

Reaction notes

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