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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68609Generated: October 27, 2026

Methanol → 3-(4-Fluoro-3-(methylsulfonyl)phenyl)-4-hydroxybenzaldehyde

https://huagongshe.com/reaction/68609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBoron tribromideHCID 25134—
Reactant3-(4-Fluoro-3-(methylsulfonyl)phenyl)-4-methoxybenzaldehydeHCID 86681839—
SolventDichloromethaneHCID 6344—
Product3-(4-Fluoro-3-(methylsulfonyl)phenyl)-4-hydroxybenzaldehydeHCID 8668184089%

Reaction Steps

To a cooled solution (0° C.) of 3-(4-fluoro-3-(methylsulfonyl)phenyl)-4-methoxybenzaldehyde (27) (400 mg, 1.3 mmol, 1 eq.) in DCM (20 mL) was added BBr3 (0.4 mL). The reaction mixture was stirred room temperature for 3 h. After cooling to 0° C., methanol was added and the mixture was concentrated under vacuum. The residue was diluted with DCM and washed with water. The DCM was dried (Na2SO4) and concentrated in vacuo. The residue was purified by column chromatography (eluent: PE:EA=1:1) to give 340 mg (89%) of 3-(4-fluoro-3-(methylsulfonyl)phenyl)-4-hydroxybenzaldehyde (28).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822467B2
Source datasetuspto-grants-2014_09
ORD IDord-5206eb656afe4184b7398ed2152178f5
Source noteuspto-grants-2014_09