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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1355611Generated: November 3, 2026

Propargyl bromide → HCID 70025903, compound

https://huagongshe.com/reaction/1355611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantDiethyl 2-(benzyloxycarbonylamino)malonateHCID 259787—
ReactantSodium ethoxideHCID 2723922—
ReactantSodiumHCID 5360545—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 70025903HCID 7002590341.9%

Reaction Steps

A solution of sodium ethylate previously prepared from 500 mg of sodium in 20 ml of ethanol is added to 6 g of diethyl 2-[[(phenylmethoxy)carbonyl]amino]-propanedioate (prepared according to Bladon. C. M. J.Chem. Soc. Perkin. Trans I 9, 1151-1158 (1990) in 30 ml of ethanol then, after 30 minutes, 3 g of propargyl bromide at 80% in toluene is added and the reaction mixture is heated under reflux for 1 hour. The reaction mixture is then brought back to ambient temperature followed by evaporation under reduced pressure, taking up in dichloromethane, washing and drying. After evaporation under reduced pressure 6 g of the expected product is obtained which is purified by chromatography, eluting with a Cyclohexane/Ethyl acetate mixture 85/15. 2.82 g of purified product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586442B2
Source datasetuspto-grants-2003_07
ORD IDord-7f450d5c6e954ce29e6f4183f2a9446a
Source noteuspto-grants-2003_07