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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39026Generated: October 27, 2026

Water → (7-Bromo-5-chloro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol

https://huagongshe.com/reaction/39026

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
Reactant5-Bromo-3-chloro-2-(oxiran-2-ylmethoxy)phenyl acetateHCID 86652953—
Solvent1,4-DioxaneHCID 31275—
Product(7-Bromo-5-chloro-2,3-dihydro-1,4-benzodioxin-2-yl)methanolHCID 668783808.9%

Reaction Steps

To a solution of 5-bromo-3-chloro-2-(oxiran-2-ylmethoxy)phenyl acetate (4.4 g, 13.7 mmol) in dioxane (20 ml) was added KOH (10%, 40 ml) at 0° C. The reaction mixture was stirred at room temperature for 2 hours. Water was added and the solution was extracted with EtOAc: The combined organic phases were washed with brine, dried (Na2SO4) and evaporated to dryness. Purification on flash column chromatography (isooctane/EtOAc) gave the title compound (0.34 g). MS m/z (rel. intensity, 70 eV) 280 (M+, bp), 278 (78), 224 (68), 222 (54), 57 (37).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524766B2
Source datasetuspto-grants-2013_09
ORD IDord-c63928e4aaab43de9b674b43cc9765ef
Source noteuspto-grants-2013_09