Thionyl Chloride → 2-[4-(2-Methylpropyl)phenyl]butanoyl chloride

HRID 1702468Notes

Reaction equation

[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH2:15][CH3:16])[C:12](O)=[O:13])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].S(Cl)([Cl:19])=O>>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH2:15][CH3:16])[C:12]([Cl:19])=[O:13])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 41643Butibufen

Product 1

HCID 64541302-[4-(2-Methylpropyl)phenyl]butanoyl chlorideYield 98.1%

Procedure

110 g of 2-(4-isobutylphenyl)butyric acid and 89 g of thionyl chloride are heated on a water bath until the gas evolution ceases. An excess of thionyl chloride is removed by distillation, A residue of 117 g of 2-(4-isobutylphenyl)butyric chloride is obtained.

Workup

customAn excess of thionyl chloride is removed by distillation

Sources & evidence

ORD record: ord-5c56c0aa59364e53800091701c24cecd
Source dataset: uspto-grants-1983_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04381313

Reaction notes

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