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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62888Generated: October 26, 2026

Boron tribromide → 4-Hydroxy-2,3-dimethylbenzaldehyde

https://huagongshe.com/reaction/62888

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant2,3-Dimethyl-p-anisaldehydeHCID 596058—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product4-Hydroxy-2,3-dimethylbenzaldehydeHCID 1469499810.2%

Reaction Conditions

Temperature-78 °C

Reaction Steps

4-Methoxy-2,3-dimethyl-benzaldehyde (2.0 g, 12.18 mmol) was dissolved in DCM (48 mL), and the solution was cooled to −78° C. 1M BBr3(24 mL, 24.13 mmol) was added slowly thereto, and the mixture was stirred at room temperature for 12 hours. After the termination of the reaction, the residue was diluted with water and extracted with DCM. The organic layer was dried with MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (eluent, EtOAc/Hex=1/5) to obtain the title compound (187 mg, 10%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447044B2
Source datasetuspto-grants-2016_09
ORD IDord-50f4ffecf7604cf3a11b2075c4e3aa30
Source noteuspto-grants-2016_09