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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1826407Generated: November 2, 2026

3-Cyclohexylpropylamine → HCID 22141334, compound

https://huagongshe.com/reaction/1826407

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-CyclohexylpropylamineHCID 12666390—
ReactantEthyl 3-(chloromethyl)-2-methyl-2-(3-nitrophenyl)cyclopropanecarboxylateHCID 22141336—
SolventHydrochloric AcidHCID 313—
ProductHCID 22141334HCID 2214133473%

Reaction Steps

A solution of ethyl 3-(chloromethyl)-2-methyl-2-(3-nitrophenyl)cyclopropane carboxylate (Preparation 5, 1 g, 3.36 mmol) in 3-cyclohexylpropylamine ([Preparation—Eur. J. Med. Chem. (1992), 27, 321–330], 2.9 g, 20.5 mmol) was heated to 160° C. for 16 h. The mixture was cooled, 2N hydrochloric acid solution (20 ml) was added and the mixture was extracted with dichloromethane (3×20 ml). The combined extracts were dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by silica (200 g) column chromatography eluting with dichloromethane then diethyl ether. Appropriate fractions were combined and concentrated in vacuo to give the title compound as an amber oil (870 mg, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07049444B2
Source datasetuspto-grants-2006_05
ORD IDord-687118fb9ec14b369f79a51f43b1abcf
Source noteuspto-grants-2006_05