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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890259Generated: October 30, 2026

Thionyl Chloride → (2RS,5SR)-5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic chloride

https://huagongshe.com/reaction/890259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(2RS,5SR)-5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acidHCID 22250450—
SolventTolueneHCID 1140—
Product(2RS,5SR)-5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic chlorideHCID 22250428—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred suspension of (2RS,5SR)-5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid (4.05 g, 11.1 mmol) in toluene (60 ml) was added thionyl chloride (1.21 ml, 16.7 mmol) and the mixture was stirred at 80° C. for 1.5 h. Evaporation of the solvent yielded (2RS,5SR)-5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic chloride as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06995182B2
Source datasetuspto-grants-2006_02
ORD IDord-f9618d62b9bf4a0e924609ff7bc2cd01
Source noteuspto-grants-2006_02