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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 427745Generated: October 30, 2026

2-(ALLYLOXY)-5-BROMOBENZALDEHYDE → 5-Bromo-2-(2-propen-1-yloxy)benzenemethanol

https://huagongshe.com/reaction/427745

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(ALLYLOXY)-5-BROMOBENZALDEHYDEHCID 2168706—
ReactantSodium borohydrideHCID 4311764—
SolventWaterHCID 962—
Product5-Bromo-2-(2-propen-1-yloxy)benzenemethanolHCID 219401696.3%

Reaction Steps

A solution of 2-allyloxy-5-bromobenzaldehyde (5.27 g, 21.9 mM) was treated with sodium borohydride, (0.415 g, 10.9 mM). The reaction was stirred at ambient temperature for 2½ hours, water was added and the solvent removed at reduced pressure. The residue was acidified to pH 1 and extracted with ethyl acetate twice. The organic layers were combined, dried (MgSO4) and evaporated to give 2-allyloxy-5-bromobenzyl alcohol (5.12 g, 96%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313148B1
Source datasetuspto-grants-2001_11
ORD IDord-bcc2311219824dc0a77306fed58043f6
Source noteuspto-grants-2001_11