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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205773Generated: November 1, 2026

Water → 2-chloro-1-[(3R)-3-fluoropyrrolidin-1-yl]ethanone

https://huagongshe.com/reaction/2205773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
Reactant3-FluoropyrrolidineHCID 2759163—
SolventDichloromethaneHCID 6344—
Product2-chloro-1-[(3R)-3-fluoropyrrolidin-1-yl]ethanoneHCID 86717271357.5%

Reaction Steps

Chloroacetyl chloride (632 μL, 7.94 mmol) was added dropwise to a solution of (3R)-3-fluoropyrrolidine (1 g, 7.94 mmol) and triethylamine (2.2 mL, 15.9 mmol) in CH2Cl2 (20 mL) at 5° C. The reaction mixture was stirred at room temperature for 1 h. Water and CH2Cl2 were added. The layers were separated and the aqueous was extracted with CH2Cl2. The combined organics were dried (MgSO4), filtered and concentrated in vacuo, to yield 2-chloro-1-[(3R)-3-fluoropyrrolidin-1-yl]ethanone (4.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371332B2
Source datasetuspto-grants-2016_06
ORD IDord-aedd92ebbb8f416c81263437c31fcbc5
Source noteuspto-grants-2016_06