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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561412Generated: November 1, 2026

Ammonium Chloride → 2-[(4-Chlorophenyl)carbonyl]cyclopropanecarbonitrile

https://huagongshe.com/reaction/561412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Cyano-N-methoxy-N-methylcyclopropanecarboxamideHCID 58392506—
ReactantHCID 178419578HCID 178419578—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product2-[(4-Chlorophenyl)carbonyl]cyclopropanecarbonitrileHCID 58392266—

Reaction Steps

3.5 ml (3.50 mmol) of a 1N solution of chlorophenylmagnesium bromide in diethyl ether were introduced into 5 ml of THF at RT under argon, a solution of 490 mg (3.18 mmol) of the compound from Example 73A in 5 ml of tetrahydrofuran was added, and the mixture was heated under reflux for 2 h. Saturated aqueous ammonium chloride solution was added, two extractions with diethyl ether were carried out, and the combined organic phases were dried over sodium sulfate, filtered and concentrated. 714 mg of the title compound with a purity of 54% (59% of theory) were obtained and were reacted without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-6672f1da13b14793aea2b1a8292edd69
Source noteuspto-grants-2011_11