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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1279400Generated: October 25, 2026

Benzyl Bromide → 2-(Hydroxymethyl)-3-(phenylmethoxy)-4H-pyran-4-one

https://huagongshe.com/reaction/1279400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
Reactant3-hydroxy-2-(hydroxymethyl)-4H-pyran-4-oneHCID 9869622—
Reactant2-hydroxymethyl-3-benzyloxy-6-methyl-pyran-4(1H)-oneHCID 11139409—
Product2-(Hydroxymethyl)-3-(phenylmethoxy)-4H-pyran-4-oneHCID 21792545—

Reaction Steps

The title compound was prepared by the method outlined for 2-hydroxymethyl-3-benzyloxy-6-methyl-pyran-4(1H)-one, using 7.1 g (50 mmol, 1 eq.) of 2-hydroxymethyl-3-hydroxy-pyran-4(1H)-one and 9.5 g benzyl bromide (55 mmol 1.1 eq.) to yield the crude product as an organic oil. Further purification by column chromatography on silica gel (eluant: 10% CH3OH/90% CHCl3) furnished the pure product (9.4 g, 81%) as a bright yellow oil. (Looker and Clifton (1986).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06448273B1
Source datasetuspto-grants-2002_09
ORD IDord-c5411fcb1f6449b9840dc8e9cd8ae1f1
Source noteuspto-grants-2002_09