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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391254Generated: November 3, 2026

Triethylamine → HCID 44544858, compound

https://huagongshe.com/reaction/391254

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
Reactanto-Chlorophenylacetic acidHCID 17124—
ReactantBromineHCID 24408—
ReactantPhosphorus tribromideHCID 24614—
ReactantPyrrolidine, 1-[(2R)-2-hydroxy-1-oxopropyl]- (9CI)HCID 11194401—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 44544858HCID 4454485886%

Reaction Conditions

Temperature50 °C

Reaction Steps

To phosphorus tribromide (28 g, 103.4 mmol), 2-chlorophenylacetic acid (44 g, 257.9 mmol) was added. The mixture was stirred at 50° C. for 1 hour. After stirring, bromine (66 g, 413.0 mmol) was added thereto at the same temperature for reaction overnight. After the reaction, toluene (200 mL) and (2R)-1-oxo-1-pyrrolidinylpropane-2-ol (40.6 g, 283.6 mmol) were added thereto at the same temperature. Subsequently, triethylamine (34 g, 336.0 mmol) was added thereto to carry out reaction for 2 hours. After the reaction, water was added thereto. After the mixture was neutralized with a 30% sodium hydroxide aqueous solution, the organic layer was separated from the water layer and the water layer was disposed of. The obtained organic layer was washed with water, and the water layer was separated and disposed of. The organic layer was concentrated under reduced pressure to obtain 83.1 g of the target compound (221.8 mmol, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383833B2
Source datasetuspto-grants-2013_02
ORD IDord-bb3f5046be184fe1897458afbad647d5
Source noteuspto-grants-2013_02