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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177487Generated: October 25, 2026

1,3,5-Trimethyl-1,3,5-triazacyclohexane → Rac-5-cyclohexyl-1-methyl-5-nitro-piperidin-2-one

https://huagongshe.com/reaction/2177487

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3,5-Trimethyl-1,3,5-triazacyclohexaneHCID 7952—
ReactantRac-4-cyclohexyl-4-nitro-butyric acid methyl esterHCID 59438496—
ProductRac-5-cyclohexyl-1-methyl-5-nitro-piperidin-2-oneHCID 5943840757.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 4.25 g (18.5 mmol) rac-4-cyclohexyl-4-nitro-butyric acid methyl ester were added 4.56 ml (32.5 mmol) 1,3,5-trimethylhexahydro-1,3,5-triazine and the mixture heated to 100° C. for 4 hours. The reaction mixture was cooled to ambient temperature and adsorbed on silica gel which was transferred on top of a silica gel column and purified by flash-chromatography with a gradient of heptane and 10 to 75% ethyl acetate: 2.55 g of title compound were isolated as colourless oil: MS (m/e): 240 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067911B2
Source datasetuspto-grants-2015_06
ORD IDord-bb8e62a8a3df4f6bb21e03134e2b40a3
Source noteuspto-grants-2015_06