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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348538Generated: October 25, 2026

Sodium Carbonate → (+/-)-1-(cis-2-Phenyl-cyclohexyl)-piperidin-4-one

https://huagongshe.com/reaction/348538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(+/-)-8-(cis 2-Phenyl-cyclohexyl)-1,4-dioxa-8-aza-spiro[4,5]decaneHCID 69486512—
SolventHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
Product(+/-)-1-(cis-2-Phenyl-cyclohexyl)-piperidin-4-oneHCID 6948659275.3%

Reaction Steps

A solution of (+/−)-8-(cis 2-phenyl-cyclohexyl)-1,4-dioxa-8-aza-spiro[4,5]decane (44.8 g) in MeOH (100 ml) and 6N HCl (445 ml) was heated to reflux for 16 h. The reaction mixture was then made basic with solid sodium carbonate, extracted with dichloromethane, dried over sodium sulphate, filtered and evaporated. The crude product was purified by flash chromatography over silica gel with n-heptane as eluent. (+/−)-1-(cis-2-phenyl-cyclohexyl)-piperidin-4-one (28.8 g, 75%) was obtained as a sticky yellow oil, MS (ISP): m/e=258.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176316B2
Source datasetuspto-grants-2007_02
ORD IDord-3c13606a6f0e4b3a8fc649fc7bd67477
Source noteuspto-grants-2007_02