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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727942Generated: November 3, 2026

p-Toluenesulfonic acid → 3-(3-Chlorophenyl)-2-[(2-cyclohexylethoxy)acetyl]-2-propenoic acid 3,3-diphenylpropyl ester

https://huagongshe.com/reaction/1727942

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantPiperidineHCID 8082—
Reactant3-ChlorobenzaldehydeHCID 11477—
Reactant4-(2-Cyclohexylethoxy)-3-oxobutanoic acid 3,3-diphenylpropyl esterHCID 69063043—
SolventBenzeneHCID 241—
Product3-(3-Chlorophenyl)-2-[(2-cyclohexylethoxy)acetyl]-2-propenoic acid 3,3-diphenylpropyl esterHCID 69067711—

Reaction Steps

1.23 g (2.90 mmol) of 4-(2-cyclohexylethoxy)-3-oxobutanoic acid 3,3-diphenylpropyl ester, 0.33 ml (2.91 mmol) of 3-chlorobenzaldehyde, 0.05 ml (0.51 mmol) of piperidine and catalytic amount of p-toluenesulfonic acid were refluxed in 20 ml of benzene removing water for 1.5 hours. After adding ethyl acetate, the organic layer was washed with 1 N hydrochloric acid and saturated aqueous sodium hydrogencarbonate solution, and dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07494989B2
Source datasetuspto-grants-2009_02
ORD IDord-2b8e7586b7ed492e88976413a2bfdf7a
Source noteuspto-grants-2009_02