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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 341946Generated: October 26, 2026

1,4-Dibromobutane → 1-Phenyl-2-(pyrrolidin-1-yl)propan-1-ol

https://huagongshe.com/reaction/341946

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DibromobutaneHCID 8056—
ReactantPhenylpropanolamineHCID 10297—
ReactantSodium BicarbonateHCID 516892—
Reactantbeta-Methyl-alpha-phenyl-1-pyrrolidineethanol hydrochlorideHCID 53395958—
SolventTolueneHCID 1140—
Product1-Phenyl-2-(pyrrolidin-1-yl)propan-1-olHCID 4079506—

Reaction Steps

A process for the preparation of [R-(R*,S*)]-β-methyl-α-phenyl-1-pyrrolidineethanol hydrochloride or its enantiomer, ##STR53## comprising the steps of: (a) refluxing (1R,2S)-(-)-norephedrine or its enantiomer, ##STR54## with 1,4-dibromobutane in the presence of a base, sodium bicarbonate and a solvent, toluene, at a reaction temperature of about 100° to about 120° C. for reaction time of about 12 to about 24 hours, while removing the water formed to give a toluene solution of crude [R-(R*,S*)]-β-methyl-α-phenyl-1-pyrrolidineethanol or its enantiomer;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05856492
Source datasetuspto-grants-1999_01
ORD IDord-41089307e971488bb18d503e77f05ecd
Source noteuspto-grants-1999_01