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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1284010Generated: October 30, 2026

p-Toluenesulfonic acid → 4-Cyclohexyl 1-morpholyl cyclohex-1 ene

https://huagongshe.com/reaction/1284010

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantCyclohexanoneHCID 7967—
ReactantMorpholineHCID 8083—
SolventBenzeneHCID 241—
Product4-Cyclohexyl 1-morpholyl cyclohex-1 eneHCID 21515286—

Reaction Steps

54 g of 4-cyclohexanone are dissolved in 90 ml benzene and 39 ml morpholine are added to the fresh solution, then a few crystals of p-toluene sulphonic acid. The whole is heated under reflux for 3 days while distilling off the water-benzene mixture. The remaining benzenic solution is evaporated to dryness under reduced pressure. The dry residue weighs 76.8 g and the raw product shows a melting point of 88°- 90°. The raw enamine is ground, then dried in vacuo to constant weight. 74.3 g of 4-cyclohexyl-1-morpholyl-cyclohex-1-ene are recovered and used without further purification for the next step of the synthesis. The yield amounts to 99 %.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03978044
Source datasetuspto-grants-1976_08
ORD IDord-2bc61f74825f4de4973fabba62211059
Source noteuspto-grants-1976_08