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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691333Generated: November 1, 2026

Ethylene Glycol → 2-(4-Bromo-2-Fluorophenyl)-1,3-Dioxolane

https://huagongshe.com/reaction/1691333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
Reactant4-Bromo-2-fluorobenzaldehydeHCID 143517—
ReactantSodium BicarbonateHCID 516892—
CatalystBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
SolventTolueneHCID 1140—
Product2-(4-Bromo-2-Fluorophenyl)-1,3-DioxolaneHCID 21938601102.6%

Reaction Steps

A mixture of 4-bromo-2-fluorobenzaldehyde (10 g, 49.3 mmol), ethylene glycol (27.5 mL, 493 mmol), camphorsulfonic acid (115 mg, 0.493 mmol), and toluene (250 mL) was stirred for 5 hours under reflux. The mixture was cooled to room temperature and a saturated sodium hydrogencarbonate aqueous solution was added thereto. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (12.5 g). The title compound was used in the following reaction without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-8bb73523f554434aaf23308f6a213fc8
Source noteuspto-grants-2012_04