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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1426985Generated: October 30, 2026

Hydrochloric Acid → (R)-5-(5-fluoro-2-methoxyphenyl)pyrrolidin-3-ol hydrochloride

https://huagongshe.com/reaction/1426985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant(R)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(5-fluoro-2-methoxyphenyl)pyrrolidine-1-carboxylateHCID 67470718—
SolventDichloromethaneHCID 6344—
Product(R)-5-(5-fluoro-2-methoxyphenyl)pyrrolidin-3-ol hydrochlorideHCID 6747069098.2%

Reaction Steps

To solution of (R)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(5-fluoro-2-methoxyphenyl)pyrrolidine-1-carboxylate (1.01 g, 2.37 mmol) in CH2Cl2 (10 mL) at 0° C. was added 4 M HCl in dioxane (5.93 mL, 23.7 mmol). The resulting mixture was warmed to ambient temperature and stirred for 8 hours. The reaction mixture was concentrated under reduced pressure to give the crude material that was triturated with ether. The resulting solids were filtered and dried under reduced pressure to afford (R)-5-(5-fluoro-2-methoxyphenyl)pyrrolidin-3-ol hydrochloride (0.577 g, 2.33 mmol, 98.2% yield). MS (APCI) m/z=212.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933084B2
Source datasetuspto-grants-2015_01
ORD IDord-f65cfac8140b4df5b257a717aed865da
Source noteuspto-grants-2015_01