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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889055Generated: October 26, 2026

Water → 1-(tert-Butyl) 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate

https://huagongshe.com/reaction/889055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyltriphenylphosphonium iodideHCID 638159—
Reactant1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylateHCID 4251853—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Product1-(tert-Butyl) 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylateHCID 59263735—

Reaction Steps

To a suspension of methyltriphenylphosphonium iodide (1.25 g, 3.08 mmol) in THF (20 ml) at 0° C., 4-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (500 mg, 2.05 mmol) and potassium ter-butoxide (460 mg, 4.11 mmol) was added. It was stirred for overnight at room temperature. Water was added and the compound was extracted with ethyl acetate. The ethyl acetate layer was washed with brine, dried over sodium sulphate, filtered and concentrated under vacuum. Purification by column chromatography offered 4-methylene-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester as a colorless oil (0.23 g, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252797B2
Source datasetuspto-grants-2012_08
ORD IDord-4a4480769e4243c08820cccc79b5fdc1
Source noteuspto-grants-2012_08