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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1445772Generated: October 31, 2026

p-Toluenesulfonic acid monohydrate → (3S)-3-Fluoropyrrolidine 4-methylbenzenesulfonate

https://huagongshe.com/reaction/1445772

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactanttert-Butyl (3S)-3-fluoropyrrolidine-1-carboxylateHCID 18453464—
SolventEthanolHCID 702—
Product(3S)-3-Fluoropyrrolidine 4-methylbenzenesulfonateHCID 8661463394.2%

Reaction Steps

Add p-toluenesulfonic acid monohydrate (0.50 g, 2.64 mmol) to tert-butyl (3S)-3-fluoropyrrolidine-1-carboxylate (See Intermediate 48) (0.50 g, 2.64 mmol) in ethanol (5 mL) at room temperature. Stir the resulting solution overnight. Concentrate the reaction mixture in vacuo to remove solvent and bi-products to give the title compound as an off-white solid (0.65 g): MS (m/e): 90 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666871B2
Source datasetuspto-grants-2010_02
ORD IDord-4ef1691e546240c894db82db09b1382f
Source noteuspto-grants-2010_02