Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38992Generated: October 25, 2026

Potassium Carbonate → 5-Bromo-2-[(2R)-oxiran-2-ylmethoxy]benzaldehyde

https://huagongshe.com/reaction/38992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-BromosalicylaldehydeHCID 72863—
ReactantGlycidyl tosylate, (R)-HCID 154187—
SolventDimethylformamideHCID 6228—
Product5-Bromo-2-[(2R)-oxiran-2-ylmethoxy]benzaldehydeHCID 5415704591.2%

Reaction Steps

Preparation according to Preparation 1 using 5-bromo-2-hydroxybenzaldehyde (6 g, 29 mmol), (R)-glycidyltosylate (6.7 g, 29 mmol), K2CO3 (4.9 g, 35 mmol) and DMF (12 ml). The combined organic phases were washed with LiCl (5%, 100 ml), HCl (1 N, 100 ml), brine (100 ml) and were evaporated to dryness. The residue was purified by flash column chromatography (isooctane/EtOAc) to give the crude title compound (6.8 g). MS m/z (rel. intensity, 70 eV) 257 (M+, 38), 256 (M+, 39), 200 (bp), 199 (87), 57 (88).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524766B2
Source datasetuspto-grants-2013_09
ORD IDord-d57b1b6bb37145008773e9440c539675
Source noteuspto-grants-2013_09