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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2039231Generated: October 31, 2026

Triethylamine → 4,4-Difluoro-pyrrolidine-1,2-dicarboxylic acid 2-[2-(6-bromo-naphthalen-2-yl)-2-oxo-ethyl]ester 1-tert-butyl ester

https://huagongshe.com/reaction/2039231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Bromo-1-(6-bromonaphthalen-2-yl)ethanoneHCID 12698898—
Reactant1-((Tert-butoxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acidHCID 23512514—
SolventAcetonitrileHCID 6342—
Product4,4-Difluoro-pyrrolidine-1,2-dicarboxylic acid 2-[2-(6-bromo-naphthalen-2-yl)-2-oxo-ethyl]ester 1-tert-butyl esterHCID 6662086483%

Reaction Steps

2-Bromo-1-(6-bromo-naphthalen-2-yl)-ethanone (1 g, 3.07 mmol) and 4,4-Difluoro-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester (849 mg, 3.38 mmol) were suspended in MeCN (15 mL) and treated with Et3N (0.45 mL, 3.22 mmol). After stirring o/n, the reaction mixture was concentrated. The resulting residue was dissolved in EtOAc and washed with water, saturated aqueous NaHCO3 and brine. The organic layer was dried over MgSO4, filtered and concentrated. The crude material was purified by silica column chromatography (0% to 20% EtOAc/Hex) to provide the title compound (1.27 g, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575118B2
Source datasetuspto-grants-2013_11
ORD IDord-0f408a4a627043e382a94f062007ef7b
Source noteuspto-grants-2013_11