Oxalyl chloride → 4-Ethylphenylacetyl chloride

HRID 1625853Notes

Reaction equation

HRID 1625853 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([OH:12])=O)=[CH:5][CH:4]=1)[CH3:2].C(Cl)(=O)C([Cl:16])=O>ClCCl.CN(C)C=O>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([Cl:16])=[O:12])=[CH:5][CH:4]=1)[CH3:2]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 84403(4-Ethylphenyl)acetic acid

Product 1

HCID 155783544-Ethylphenylacetyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

4-Ethylphenylacetic acid (3.0 g) (see Japanese Unexamined Patent Publication 63-233975) was dissolved in dichloromethane (15 ml), and thereto were added oxalyl chloride (6.0 ml) and N,N-dimethylformamide (one drop). The mixture was stirred at room temperature for 1.5 hours. The reaction mixture was evaporated under reduced pressure, and the residue was subjected to azeotropic distillation with toluene to give a crude 4-ethylphenylacetyl chloride, which was used in the subsequent step without further purification.

Workup

  1. customThe reaction mixture was evaporated under reduced pressure
  2. distillationthe residue was subjected to azeotropic distillation with toluene

Sources & evidence

ORD record
ord-31eeafb1227e43058a73a4f990730905
Source dataset
uspto-grants-2014_07
Patent number
US08785403B2

Reaction notes

Loading…