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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520373Generated: October 30, 2026

Propargyl bromide → HCID 10988319, compound

https://huagongshe.com/reaction/520373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantSodium hydrideHCID 24758—
ReactantDiethyl allylmalonateHCID 74900—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
ProductHCID 10988319HCID 10988319—

Reaction Steps

NaH (60%, 0.480 g) was added to a cold (0° C.) solution of diethyl 2-allylmalonate (2.002 g) in DMF (10 mL) and the mixture was allowed to warm to rt over 30 min. Then a solution of 3-bromoprop-1-yne (1.487 g) in DMF (3 mL) was added dropwise at 0° C. and the mixture was allowed to warm to rt and stirred at rt overnight. The reaction mixture was diluted with ether and then quenched with sat. NH4Cl, washed with water, brine and dried (Na2SO4). The crude product was purified by silica gel FCC (1:1 DCM-hexane) to afford diethyl 2-allyl-2-(prop-2-ynyl)malonate as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326973B2
Source datasetuspto-grants-2016_05
ORD IDord-334d8c57c1cd497f980340039500de54
Source noteuspto-grants-2016_05