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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 468243Generated: October 26, 2026

Boron tribromide → 2-Fluoro-4,5-dihydroxybenzaldehyde

https://huagongshe.com/reaction/468243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant2-Fluoro-4,5-dimethoxybenzaldehydeHCID 603595—
SolventDichloromethaneHCID 6344—
Product2-Fluoro-4,5-dihydroxybenzaldehydeHCID 593363314.4%

Reaction Conditions

Temperature-30 °C

Reaction Steps

To a stirred suspension of 2-fluoro-4,5-dimethoxy-benzaldehyde (3.00 g, 16.3 mmol) in dichloromethane (100 mL) was added BBr3 (12.2 mL, 130 mmol) dropwise at −78° C. under nitrogen atmosphere. After addition, the mixture was warmed to −30° C. and stirred at this temperature for 5 h. The reaction mixture was poured into ice water and the precipitated solid was collected by filtration and washed with dichloromethane to afford 2-fluoro-4,5-dihydroxy-benzaldehyde (8.0 g), which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623905B2
Source datasetuspto-grants-2014_01
ORD IDord-75f4d33c74344e3b87dff540107f8c06
Source noteuspto-grants-2014_01