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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1021160Generated: November 1, 2026

Hydrochloric Acid → 2-(3-Bromobenzyloxy)ethanol

https://huagongshe.com/reaction/1021160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisobutylaluminum hydrideHCID 14487—
Reactant2-(3-Bromophenyl)-1,3-dioxolaneHCID 87306—
SolventHeptaneHCID 8900—
Product2-(3-Bromobenzyloxy)ethanolHCID 57956818—

Reaction Steps

A solution of DIBAL-H in heptane is added under an inert atmosphere to a cooled (−78° C.) solution of 2-(3-bromophenyl)-1,3-dioxolane in hexanes. The reaction mixture is stirred until no starting material is seen by TLC. Aqueous HCl (1N) is added to the reaction mixture while warming to room temperature. The product is extracted with EtOAc. Combined organic layers are dried over anhydrous MgSO4, and concentrated under reduced pressure to give 2-(3-bromobenzyloxy)ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716529B2
Source datasetuspto-grants-2014_05
ORD IDord-ef7c7d306204474787bef04d9ea2bd32
Source noteuspto-grants-2014_05