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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1859433Generated: October 27, 2026

Triethylamine → (r)-3-Chloro-1-(3,4-methylenedioxyphenethyl)homopiperidine

https://huagongshe.com/reaction/1859433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantSodium BicarbonateHCID 516892—
Reactant(R)-2-hydroxymethyl-1-(3,4-methylenedioxyphenethyl)piperidineHCID 69900546—
SolventDichloromethaneHCID 6344—
Product(r)-3-Chloro-1-(3,4-methylenedioxyphenethyl)homopiperidineHCID 22975048—

Reaction Steps

(R)-2-Hydroxymethyl-1-(3,4-methylenedioxyphenethyl)piperidine (370 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-(3,4-methylenedioxyphenethyl) homopiperidine in the form of a light yellow oil (375 mg, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06528504B2
Source datasetuspto-grants-2003_03
ORD IDord-1430b5b56f194122a425053d6abf33ae
Source noteuspto-grants-2003_03