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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561490Generated: October 27, 2026

Ammonium Chloride → 2-[(2-Fluoro-4-methylphenyl)(hydroxy)methyl]cyclopropanecarbonitrile

https://huagongshe.com/reaction/561490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium borohydrideHCID 4311764—
Reactant2-(2-Fluoro-4-methylbenzoyl)cyclopropanecarbonitrileHCID 58392533—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product2-[(2-Fluoro-4-methylphenyl)(hydroxy)methyl]cyclopropanecarbonitrileHCID 58392346—

Reaction Conditions

Temperature40 °C

Reaction Steps

61.0 mg (1.62 mmol) of sodium borohydride were added to 300 mg (1.48 mmol) of the compound from Example 131A in 30 ml of ethanol and 13 ml of ethyl acetate under argon, and the mixture was stirred at 40° C. for 1 h. The reaction mixture was added to saturated aqueous ammonium chloride solution and ethyl acetate, the phases were separated, the aqueous phase was extracted twice with ethyl acetate, and the combined organic phases were dried over magnesium sulfate, filtered and concentrated. 280 mg (92% of theory) of a mixture of the diastereomers of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-0caf49d10ea143c0bd571eef1c749fc8
Source noteuspto-grants-2011_11