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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008735Generated: October 25, 2026

Sodium Carbonate → cis-3,7-dimethylhexahydro-1H-azepine-2-one

https://huagongshe.com/reaction/1008735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantN-[(2R,6S)-2,6-Dimethylcyclohexylidene]hydroxylamineHCID 21723229—
SolventO-XyleneHCID 7237—
Productcis-3,7-dimethylhexahydro-1H-azepine-2-oneHCID 66594778—

Reaction Conditions

Temperature100 °C

Reaction Steps

Into 40 ml of xylene were added 3.1 g of cis-2,6-dimethylcyclohexanone oxime and 12 g of polyphosphoric acid, the mixture was stirred for 10 hours at 100° C. The reaction mixture was cooled to near room temperature, poured into ice-water. Sodium carbonate was added to the mixture, and the mixture was extracted with ethyl acetate three times. The organic layers was washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 2.5 g of cis-3,7-dimethylhexahydro-1H-azepine-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973028B2
Source datasetuspto-grants-2011_07
ORD IDord-d746b9bcaee04388b2a78cf7353dd86b
Source noteuspto-grants-2011_07