4-(Octyloxy)benzoic acid → 4-Octyloxybenzoyl chloride
Reaction equation
[CH2:1]([O:9][C:10]1[CH:18]=[CH:17][C:13]([C:14](O)=[O:15])=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].S(Cl)([Cl:21])=O>>[CH2:1]([O:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([Cl:21])=[O:15])=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]Participants
3
Procedure
40 ml of thionyl chloride was added to 2.0 g of p-octyloxybenzoic acid, and the mixture was refluxed under heat for 2 hours. Then, excess of thionyl chloride was distilled off to obtain p-octyloxybenzoic acid chloride. 20 ml of dry pyridine was added thereto, and the 4-hydroxy-4'-α-dodecyloxypropanoyloxybiphenyl dissolved in 40 ml of dry benzene was further added. The mixture was then refluxed for 5 hours, charged into ice water, and extracted with ether. The extract was purified with a silica gel column chromatography to obtain 4'-α-dodecyloxypropanoyloxybiphenyl ester of 4-octyloxybenzoic acid.
Workup
- temperaturethe mixture was refluxed
- temperatureunder heat for 2 hours
- distillationThen, excess of thionyl chloride was distilled off
Sources & evidence
- ORD record
- ord-7828c392d6584e86b3a7935196edc294
- Source dataset
- uspto-grants-1992_12
- Patent number
- US05167857
Reaction notes
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