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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006442Generated: October 31, 2026

Ammonium Chloride → HCID 22671451, compound

https://huagongshe.com/reaction/1006442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantBromocyclopropaneHCID 78037—
ReactantMagnesiumHCID 5462224—
ReactantN,N-diethyl-4-(3-methoxybenzoyl)benzamideHCID 9995598—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22671451HCID 2267145153%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of cyclopropyl bromide (0.31 ml) dissolved in tetrahydrofuran (1.5 ml) was added with magnesium (46.9 mg) and stirred at 60° C. for 1 hour to prepare a Grignard reagent. The Grignard reagent was added with a solution of 3-(4-diethylcarbamoylbenzoyl)anisole (150 mg) synthesized in accordance with the method described in WO97/10230, which was dissolved in tetrahydrofuran (1.5 ml), and then stirred at 60° C. for 2 hours. The reaction mixture was added with saturated aqueous ammonium chloride (4 ml) with ice cooling to terminate the reaction and then extracted twice with dichloromethane (4 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=2:1→1:1) to obtain 90.9 mg of the title compound. Yield: 53%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06790854B2
Source datasetuspto-grants-2004_09
ORD IDord-d70df8e30e494bdfb0af6f44d1770d6a
Source noteuspto-grants-2004_09