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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846232Generated: October 31, 2026

Allyl Alcohol → HCID 14199079, compound

https://huagongshe.com/reaction/1846232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl AlcoholHCID 7858—
ReactantTriphenylphosphineHCID 11776—
Reactant2-Bromo-3-pyridinolHCID 23070—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantPyridine, 2-bromo-3-(2-propenyloxy)-HCID 23028574—
SolventTetrahydrofuranHCID 8028—
SolventSodium BicarbonateHCID 516892—
ProductHCID 14199079HCID 14199079—

Reaction Conditions

Temperature50 °C

Reaction Steps

3-(allyloxy)-2-bromopyridine. Diethyl azodicarboxylate (1 eq.) is added dropwise to a stirring mixture of 2-bromo-3-hydroxypyridine (0.92 eq,), allyl alcohol (0.92 eq), and PPh3 (1.1 eq) in THF (0.2 M) at 0° C. under a N2 atmosphere. The reaction mixture is warmed to 50° C. in an oil bath. Reaction progress is monitored by TLC until judged complete. The reaction mixture is cooled to ambient temperature and diluted with saturated NaHCO3 solution. The aqueous solution is extracted with EtOAc, and the organic layer is dried over Na2SO4 and concentrated. The product that may be thus obtained is purified by column chromatography to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952009B2
Source datasetuspto-grants-2015_02
ORD IDord-3ab00b8297804d19afbc1f032ca3aa75
Source noteuspto-grants-2015_02