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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1965962Generated: October 30, 2026

Propargyl bromide → HCID 15669662, compound

https://huagongshe.com/reaction/1965962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantHydantoinHCID 10006—
ReactantPotassium HydroxideHCID 14797—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 15669662HCID 1566966260.1%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of hydantoin (10 g, 100 mmol) in THF (150 mL) add tetrabutylammonium bromide (4 g, 12.3 mmol), potassium hydroxide (5.6 g, 100 mmol) and then propargyl bromide (11.9 g, 100 mmol). Heat the mixture to 75° C. for 18 h. Dilute the mixture with EtOAc (200 mL), wash with water (2×100 mL) and 1N aqueous HCl (100 mL). Dry the organic phase over MgSO4, filter and concentrate in vacuo to obtain the title compound as a yellow powder (8.3 g, 60%). Triturate the solid with diethyl ether (100 mL) to obtain the title compound as a white crystalline solid (7.8 g, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420631B2
Source datasetuspto-grants-2013_04
ORD IDord-c76458333c7b4e76a0fe5ef96155123f
Source noteuspto-grants-2013_04