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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 381735Generated: October 25, 2026

4-Toluenesulfonyl chloride → (R)-1-Benzyl-3-pyrrolidinol tosylate

https://huagongshe.com/reaction/381735

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant(R)-(+)-1-Benzyl-3-pyrrolidinolHCID 643472—
SolventWaterHCID 962—
Product(R)-1-Benzyl-3-pyrrolidinol tosylateHCID 86583595175.6%

Reaction Steps

To a stirred solution of (R)1-benzyl-3-pyrrolidinol (1.77 g, 10 mmol) pyridine(30 ml) was added p-toluenesulfonyl chloride (9.53 g, 50 mmol) by portions at 0° C. After 90 h stirring at room temperature, water was added to the reaction mixture and the mixture was extracted with ether (150 ml). The extract was washed with water brine, dried (Na2SO4), and concentrated to give 3.06 g (92%) of brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06307061B2
Source datasetuspto-grants-2001_10
ORD IDord-83b8f201dfb748bdafa93b0432845b9a
Source noteuspto-grants-2001_10