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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 225145Generated: October 30, 2026

Hydrogen Bromide → 2-Bromo-1-(2,3-dihydro-1,4-benzodioxin-2-yl)ethan-1-ol

https://huagongshe.com/reaction/225145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantSodium borohydrideHCID 4311764—
Reactant2-Bromo-1-(2,3-dihydro-1,4-benzodioxin-2-yl)ethan-1-oneHCID 12608585—
SolventMethanolHCID 887—
Product2-Bromo-1-(2,3-dihydro-1,4-benzodioxin-2-yl)ethan-1-olHCID 1260859025.8%

Reaction Conditions

Temperature-70 °C

Reaction Steps

2-Bromoacetyl-1,4-benzodioxan(53.8 g) in methanol (500 mls) was cooled to -70° C. Sodium borohydride (10.3 g) was added and the solution stirred at -70° C. for 12 hours. The solution was treated with hydrobromic acid until acidic and the solvent evaporated. The residue was dissolved in ether and the ether extracts were washed with sodium bicarbonate solution; then water and dried (MgSO4) and evaporated to give a white solid. This was recrystallised eight times from petroleum spirit 60-80 to give 14 grams of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04235915
Source datasetuspto-grants-1980_11
ORD IDord-49ade3456d8649a7ba63b43f907aac16
Source noteuspto-grants-1980_11