Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1111005Generated: October 28, 2026

2-Butene, 1-bromo- → Ethyl hydantoate

https://huagongshe.com/reaction/1111005

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Butene, 1-bromo-HCID 122414—
ReactantSodium MethoxideHCID 10942334—
Reactant4-(hydroxyiminomethyl)phenyl-N'-ethoxycarbonylmethylureaHCID 86744396—
SolventWaterHCID 962—
ProductEthyl hydantoateHCID 222535—

Reaction Steps

A solution of N-[4-(hydroxyiminomethyl)phenyl]-N'-ethoxycarbonylmethylurea in 25% methanolic sodium methoxide (1.0 equivalent) is treated at room temperature with 1.1 equivalent of crotyl bromide. The reaction mixture is stirred until the temperature falls to about 20° C. The reaction mixture is then poured into cold water and extracted with diethyl ether The ether solution is dried over MgSO4 and filtered, and the solvent is removed by rotary evaporator to yield the corresponding N-[4-crotyloxyiminomethyl)phenyl]-N'-ethoxycarbonylmethylurea.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04977272
Source datasetuspto-grants-1990_12
ORD IDord-2f143d14ef1843ab9fe27bc5bb02b4dc
Source noteuspto-grants-1990_12