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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194837Generated: November 1, 2026

Tetrahydrofuran → 1-(4-Fluorophenyl)-4-(hydroxymethyl)pyrrolidin-2-one

https://huagongshe.com/reaction/2194837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantMethyl 1-(4-fluorophenyl)-5-oxopyrrolidine-3-carboxylateHCID 2969493—
ReactantSodium borohydrideHCID 4311764—
SolventMethanolHCID 887—
Product1-(4-Fluorophenyl)-4-(hydroxymethyl)pyrrolidin-2-oneHCID 10465677—

Reaction Steps

A 500 mL round-bottomed flask was charged with methyl 1-(4-fluorophenyl)-5-oxopyrrolidine-3-carboxylate 52 (7.50 g, 31.6 mmol), sodium borohydride (1.32 g, 34.8 mmol), and 100 mL of THF. After being heated to reflux, 15 mL of MeOH was slowly added. After 1 h at reflux, the reaction was concentrated, 100 mL of water was added, and the mixture was extracted with DCM. The combined extracts were dried and concentrated to give 1-(4-fluorophenyl)-4-(hydroxymethyl)pyrrolidin-2-one 53.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334317B2
Source datasetuspto-grants-2012_12
ORD IDord-04ad25007de045b3a5ebda4da637cc98
Source noteuspto-grants-2012_12