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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416135Generated: November 1, 2026

Potassium Carbonate → (R)-1-(But-3-yn-1-yl)-2-methylpyrrolidine

https://huagongshe.com/reaction/2416135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactantp-ToluenesulfonateHCID 85570—
Reactant3-Butynyl p-toluenesulfonateHCID 272020—
Reactant(2R)-2-Methylpyrrolidine tartrateHCID 23404464—
SolventAcetonitrileHCID 6342—
Product(R)-1-(But-3-yn-1-yl)-2-methylpyrrolidineHCID 11367023—

Reaction Conditions

Temperature85 °C

Reaction Steps

A sealed pressure tube was charged potassium carbonate powder (18.4 g, 133.2 mmol, 325 mesh), milled (2R)-2-methylpyrrolidine tartrate (20.9 g, 88.8 mmol), 3-butynyl 4-methylbenzenesulfonate (15.7 mL, 88.8 mmol), and acetonitrile (105 mL). The mixture was heated at 85° C. and stirred for 16 hours. The completion of the reaction was monitored by gas chromatography until all the tosylate was consumed. The reaction mixture was cooled to room temperature, diluted with CH3CN (50 mL), and filtered. The filtrate was used in the next step without further purification. GC-MS m/z 138 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06822101B2
Source datasetuspto-grants-2004_11
ORD IDord-71e563b75b9d4fe6afb0f5c7fcaeb362
Source noteuspto-grants-2004_11