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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174663Generated: November 1, 2026

Methylamine → 1-(4-chlorophenyl)-N-methylCyclopropanecarboxamide

https://huagongshe.com/reaction/1174663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantTriethylamineHCID 8471—
Reactant1-(4-Chlorophenyl)cyclopropane-1-carbonyl chlorideHCID 22016175—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product1-(4-chlorophenyl)-N-methylCyclopropanecarboxamideHCID 22722145—

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of methylamine in tetrahydrofuran (THF) (2.0 M, 3.5 mL) was mixed with triethylamine (2.1 mL, 15 mmol). The resulting mixture was added to a solution of 1-(4-chlorophenyl)cyclopropanecarbonyl chloride in methylene chloride (15.0 mL) at 0° C. The resulting mixture was stirred at room temperature (about 25° C.) for 30 min, and was then quenched with saturated sodium bicarbonate (25 mL). The quenched mixture was extracted with ethyl acetate (3×40 mL). The combined ethyl acetate extracts were washed with brine, dried over Na2SO4, and filtered. The filtrate was concentrated under reduced pressure to provide the product, 1-(4-chlorophenyl)-N-methylcyclopropanecarboxamide, which was used in next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838544B2
Source datasetuspto-grants-2010_11
ORD IDord-6524debad5684430a380f1a4df8f79c0
Source noteuspto-grants-2010_11