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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942445Generated: November 2, 2026

Acetone Cyanohydrin → HCID 59280235, compound

https://huagongshe.com/reaction/1942445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetone CyanohydrinHCID 6406—
ReactantTriethylamineHCID 8471—
Reactant2-PyridinemethanamineHCID 19509—
Reactant4-(Methylsulfonyl)cyclohexanoneHCID 66940668—
SolventMethanolHCID 887—
ProductHCID 59280235HCID 5928023569%

Reaction Conditions

Temperature100 °C

Reaction Steps

In a dry pressure resistant vessel of 20 ml, 1.0 g (5.20 mmole) 4-methanesulphonylcyclohexanone, 0.56 g (5.20 mmole) 2-picolylamine, 0.89 g (10.4 mmole) acetone cyanhydrin and 1.06 g (10.4 mmole) triethylamine were dissolved in 16 ml dry methanol. The vessel was closed and heated for 50 hours at 100° C. Methanol was evaporated and the residue was re-dissolved in dichloromethane, washed with a saturated NaHCO3 solution, dried over MgSO4, filtered and evaporated. The residue was further purified by means of column chromatography. 7-(pyridin-3-ylmethyl)-7-aza-bicyclo[2.2.1]heptane-1-carbonitrile (structural formula below) was thus obtained in a 69% yield and characterised by proton (1H-NMR) and carbon (13C-NMR) nuclear magnetic resonance, infrared (IR) spectrophotometry and mass spectrum (MSES) as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389561B2
Source datasetuspto-grants-2013_03
ORD IDord-6a3e42c9402247d2a1eac61bbf1e376b
Source noteuspto-grants-2013_03