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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1877324Generated: October 31, 2026

Triethylamine → 5-Oxo-pyrrolidine-1,2-dicarboxylic acid 1-pent-4-enyl ester

https://huagongshe.com/reaction/1877324

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriethylsilaneHCID 12052—
ReactantHCID 68613368HCID 68613368—
Catalystpalladium(II) acetateHCID 167845—
SolventDichloromethaneHCID 6344—
Product5-Oxo-pyrrolidine-1,2-dicarboxylic acid 1-pent-4-enyl esterHCID 6861418285.6%

Reaction Steps

Under nitrogen, to a stirring solution of 240 mg of palladium acetate (1.1 mmol) in 20 mL of de-gassed dichloromethane, was added 460 uL of triethylamine (3.3 mmol), and 5.33 mL of triethylsilane (33 mmol). After stirring at rt for 15 min, 7.3 g of intermediate 17-2 in 25 mL of de-gassed dichloromethane was added in. The resulting solution was stirred at rt overnight. The reaction mixture was passed through a celite pad, and the filtrate was concentrated and purified by flash column chromatography using DCM/MeOH (v/v 9/1) as eluent, giving colorless oil 4.55 g (85%). LC-MS: m/z=240.1 (ES−).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309685B2
Source datasetuspto-grants-2012_11
ORD IDord-7a279bea8e7f446781c4e7893a945131
Source noteuspto-grants-2012_11