Thionyl Chloride → (2-Chloro-4-methoxyphenyl)acetyl chloride

HRID 993233Notes

Reaction equation

HRID 993233 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH2:10][C:11]([OH:13])=O.S(Cl)([Cl:16])=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH2:10][C:11]([Cl:16])=[O:13]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 42091322-(2-Chloro-4-methoxyphenyl)acetic acid

Product 1

HCID 22327520(2-Chloro-4-methoxyphenyl)acetyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

160 g of 2-chloro-4-methoxyphenylacetic acid are suspended in 210 ml of toluene, and the suspension is stirred together with 96 ml of thionyl chloride at 80° C. until the evolution of gas has ceased. The volatile components are stripped off, and the residue is distilled. 90 g of an orange oil are obtained (thin-film evaporator 170° C., 0.08 mbar).

Workup

  1. distillationthe residue is distilled

Sources & evidence

ORD record
ord-0ee89368526f46f4ae24d850a0f783e7
Source dataset
uspto-grants-2002_10
Patent number
US06472419B1

Reaction notes

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