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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749950Generated: October 30, 2026

Water → Tert-butyl 4-(but-3-yn-1-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1749950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant4-Bromobut-1-yneHCID 11073464—
SolventAcetonitrileHCID 6342—
ProductTert-butyl 4-(but-3-yn-1-yl)piperazine-1-carboxylateHCID 7221338869.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 4-bromo-1-butyne (0.500 g, 3.76 mmol) in acetonitrile (20 mL) was added with 1-tert-butoxycarbonylpiperazine (0.700 g, 3.76 mmol) and potassium carbonate (0.779 g, 5.64 mmol), and the mixture was stirred at 60° C. for 6 hours. The reaction mixture was added with water, and the mixture was extracted with methylene chloride. The organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain tert-butyl 4-(but-3-ynyl)piperazine-1-carboxylate (0.621 g, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-bc26f693f0114d59b966c26098f5faca
Source noteuspto-grants-2015_10