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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993379Generated: October 30, 2026

Benzyl Alcohol → Benzyl 1-(3-fluoro-4-methoxyphenyl)-5-oxopyrrolidin-3-ylcarbamate

https://huagongshe.com/reaction/1993379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant1-(3-Fluoro-4-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acidHCID 43380392—
SolventTolueneHCID 1140—
ProductBenzyl 1-(3-fluoro-4-methoxyphenyl)-5-oxopyrrolidin-3-ylcarbamateHCID 57445404—

Reaction Steps

A solution of 1-(3-fluoro-4-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid (1.5 g, 5.92 mmol), BnOH (1.92 g, 17.76 mmol), Et3N (1.24 mL, 8.88 mmol) and DPPA (1.84 g, 7.12 mmol) in 100 mL of toluene was heated to 120° C. for 6 h. The reaction was cooled to RT and concentrated in vacuo. The residue was purified by chromatography on a silica gel column (10% to 70% EtOAC/hexane) to give the title compound as colorless crystal. MS (ESI pos. ion) m/z: 359.4 (M+H). Calc'd Exact Mass for C19H19FN2O4: 358.36.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652009B2
Source datasetuspto-grants-2010_01
ORD IDord-90400b49c710436e828e4eaccb3d4101
Source noteuspto-grants-2010_01