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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1463114Generated: November 2, 2026

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

https://huagongshe.com/reaction/1463114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
Reactant3-(2-Bromo-3-oxocyclohex-1-enyl)-3-ethylhexahydro-1-methylazepin-2-oneHCID 13188837—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
Product3-Ethylhexahydro-3-(3-hydroxyphenyl)-1-methyl-2H-azepin-2-oneHCID 2794573—

Reaction Steps

A solution of 3-(2-bromo-3-oxocyclohex-1-enyl)-3-ethylhexahydro-1-methylazepin-2-one (6.57 g) in dichloromethane (70 ml) was treated with 48% HBr in acetic acid (1 ml). After 3 hours NMR indicated completion. The solvent was removed under reduced pressure and the residue triturated with aqueous ammonia to yield the title compound as a white crystalline solid, m.p. 178°-80° C. (EtOAc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04463177
Source datasetuspto-grants-1984_07
ORD IDord-c8d6ffe6109d4ece84355f2a3210b958
Source noteuspto-grants-1984_07