4-(Octyloxy)benzoic acid → 4-Octyloxybenzoyl chloride

Reaction equation

S(Cl)([Cl:3])=O.[CH2:5]([O:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](O)=[O:19])=[CH:16][CH:15]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>>[CH2:5]([O:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([Cl:3])=[O:19])=[CH:16][CH:15]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

Reactant 2

HCID 172314-(Octyloxy)benzoic acid2×

HCID 24386Thionyl Chloride

Product 1

HCID 27602504-Octyloxybenzoyl chloride

Procedure

A large excess of thionyl chloride was added to 10 g of the p-octyloxybenzoic acid prepared in (1), and the mixture was refluxed for 5 hours. Excessive thionyl chloride was distilled off to give a crude end compound.

Workup

temperaturethe mixture was refluxed for 5 hours
distillationExcessive thionyl chloride was distilled off
customto give a crude end compound

Sources & evidence

ORD record: ord-89aff4b1c18042e4bbb1f88ebba96f86
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05723069

Reaction notes

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