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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1740387Generated: November 1, 2026

Propargyl bromide → Tert-butyl 4-(pent-4-yn-1-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1740387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylateHCID 735736—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl 4-(pent-4-yn-1-yl)piperazine-1-carboxylateHCID 21838636108.5%

Reaction Steps

To a refluxing solution of 1.67 g of sodium hydride in 20 mL of tetrahydrofuran was added dropwise a solution of 9.00 g of 1-tert-butoxycarbonyl-4-(2-hydroxyethyl)piperazine in 15 mL of tetrahydrofuran and then 5.63 g of propargyl bromide was added dropwise to the resultant mixture. After completion of the reaction, the mixture was concentrated, poured into ice-water, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and evaporated to give 10.70 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05969138
Source datasetuspto-grants-1999_10
ORD IDord-ad4c5a0c0c834327ad87fcd91896f013
Source noteuspto-grants-1999_10