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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1463115Generated: October 31, 2026

Ammonia → 3-Ethylhexahydro-3-(3-hydroxyphenyl)-1-methyl-2H-azepin-2-one

https://huagongshe.com/reaction/1463115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantHydrogen BromideHCID 260—
Reactant3-(2-Chloro-3-oxocyclohex-1-enyl)-3-ethyl-hexahydro-1-methylazepin-2-oneHCID 13188838—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
Product3-Ethylhexahydro-3-(3-hydroxyphenyl)-1-methyl-2H-azepin-2-oneHCID 2794573—

Reaction Steps

A solution of 3-(2-chloro-3-oxocyclohex-1-enyl)-3-ethyl-hexahydro-1-methylazepin-2-one (5.68 g) in dichloromethane (60 ml) was treated with 48% HBr in acetic acid (2 ml). After 12 hours the mixture was treated with excess aqueous ammonia, the organic solvent removed under reduced pressure and the resulting solid removed by filtration to give the title compound, m.p. 178°-80° C. (EtOAc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04463177
Source datasetuspto-grants-1984_07
ORD IDord-ad7d334a45e7495899fda98c50f5296f
Source noteuspto-grants-1984_07