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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1859437Generated: November 2, 2026

Triethylamine → (R)-3-chloro-1-(4-chlorophenethyl)homopiperidine

https://huagongshe.com/reaction/1859437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantSodium BicarbonateHCID 516892—
Reactant(R)-1-(4-chlorophenethyl)-2-hydroxymethylpiperidineHCID 69898564—
SolventDichloromethaneHCID 6344—
Product(R)-3-chloro-1-(4-chlorophenethyl)homopiperidineHCID 22975050—

Reaction Steps

(R)-1-(4-chlorophenethyl)-2-hydroxymethylpiperidine (354 mg) was dissolved in 10 ml of dichloromethane. Triethylamine (184 mg, 1.82 mmol) and methanesulfonyl chloride (208 mg, 1.82 mmol) were added to the obtained solution under stirring under cooling on ice. They were stirred under cooling on ice for 1 hour and then at room temperature for 14 hours. The reaction liquid was distributed in dichloromethane and saturated aqueous sodium hydrogencarbonate solution. The organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain (R)-3-chloro-1-(4-chlorophenethyl) homopiperidine in the form of a light yellow oil (380 mg, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06528504B2
Source datasetuspto-grants-2003_03
ORD IDord-109409f3662748098499735181eb5e5d
Source noteuspto-grants-2003_03