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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394284Generated: November 1, 2026

Sodium Hydroxide → HCID 69216446, compound

https://huagongshe.com/reaction/1394284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantDiethyl (cyanomethyl)phosphonateHCID 75676—
Reactant4-(Dimethylamino)-4-phenylcyclohexan-1-oneHCID 11424492—
SolventDichloromethaneHCID 6344—
ProductHCID 69216446HCID 6921644695%

Reaction Steps

4-Dimethylamino-4-phenyl-cyclohexanone (10.85 g, 50 mmole) and cyanomethanephosphonic acid diethyl ester (10.65 g, 12 mmole) were dissolved in DCM (100 ml). This solution was added dropwise with ice water cooling at a temperature of 5 to 10° C. with vigorous stirring to a solution of 40% aqueous NaOH (50 ml) and stirred for 2 h at RT. Working up was performed by combining the batch with ice (100 g). The organic phase was separated off. The aqueous phase was extracted with DCM (3×40 ml). The combined extracts were washed with saturated NaCl-solution (50 ml), dried over Na2SO4 and then evaporated. (4-Dimethylamino-4-phenylcyclohexylidene)acetonitrile was obtained as a yellow oil in a yield of 95% (11.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348354B2
Source datasetuspto-grants-2008_03
ORD IDord-ad29133ca8d648b8841359ddf9d0f9de
Source noteuspto-grants-2008_03