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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657513Generated: October 29, 2026

Water → 4-(2-Cyclopropylethoxy)-4-(4-fluorophenyl)-1-phenylcyclohexanecarbonitrile

https://huagongshe.com/reaction/657513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant(2-Bromoethyl)cyclopropaneHCID 22636989—
Reactant4-(4-Fluorophenyl)-4-hydroxy-1-phenylcyclohexanecarbonitrileHCID 59442573—
SolventDimethylformamideHCID 6228—
Product4-(2-Cyclopropylethoxy)-4-(4-fluorophenyl)-1-phenylcyclohexanecarbonitrileHCID 5944251147.1%

Reaction Steps

500 mg of the compound of Example 1, 760 mg of (2-bromoethyl)cyclopropane (Chorvat et al., J. Med. Chem. 28, 194-200 (1985)) and 122 mg of sodium hydride in 20 ml of anhydrous DMF were stirred at room temperature for 19 h. 760 mg of (2-bromoethyl)cyclopropane and 122 mg of sodium hydride were then added and the mixture was stirred at room temperature for 4 days. The reaction mixture was then treated with 100 ml of water and extracted three times with 50 ml each of EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. 290 mg of the title compound were obtained as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076324B2
Source datasetuspto-grants-2011_12
ORD IDord-f6ffb8353fe14f5891972cf2c9430c43
Source noteuspto-grants-2011_12