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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561487Generated: October 31, 2026

Ammonium Chloride → 2-[(4-Chloro-2-methoxyphenyl)(hydroxy)methyl]cyclopropanecarbonitrile

https://huagongshe.com/reaction/561487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium borohydrideHCID 4311764—
Reactant2-(4-Chloro-2-methoxybenzoyl)cyclopropanecarbonitrileHCID 58392548—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product2-[(4-Chloro-2-methoxyphenyl)(hydroxy)methyl]cyclopropanecarbonitrileHCID 58392167—

Reaction Conditions

Temperature40 °C

Reaction Steps

49.1 mg (1.30 mmol) of sodium borohydride were added to 278 mg (1.18 mmol) of the compound from Example 128A in 23 ml of ethanol and 10 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. 190 mg (68% of theory) of a mixture of the diastereomerse of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-ba2998ad433c40a19f09f0b1407492c4
Source noteuspto-grants-2011_11