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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594941Generated: October 25, 2026

Morpholine → Methyl 4-morpholinocyclohex-3-enecarboxylate

https://huagongshe.com/reaction/594941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantMethyl 4-oxocyclohexanecarboxylateHCID 226643—
Catalystp-Toluenesulfonic acidHCID 6101—
SolventBenzeneHCID 241—
ProductMethyl 4-morpholinocyclohex-3-enecarboxylateHCID 1248439388.9%

Reaction Steps

In a round-bottom flask equipped with a Dean-Starke trap, 15.6 g of methyl 4-oxocyclohexanecarboxylate, 0.1 mol), morpholine (9.63 mL, 0.11 mol) and p-toluenesulfonic acid (5 mg) in benzene (42.3 mL) was heated up to reflux. Water was removed and the reaction was continued at reflux for 8 hours. The reaction mixture was then cooled to room temperature and concentrated in vacuo to give crude product as a yellow oil (20 g), which was used for next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242981B2
Source datasetuspto-grants-2016_01
ORD IDord-d7923f85201b4c76a45268f20367c100
Source noteuspto-grants-2016_01