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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23950Generated: October 25, 2026

Boron tribromide → 5-Fluoro-6-hydroxy-1-methanesulphonylindole

https://huagongshe.com/reaction/23950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant5-Fluoro-1-methanesulphonyl-6-methoxyindoleHCID 22570050—
SolventDichloromethaneHCID 6344—
Product5-Fluoro-6-hydroxy-1-methanesulphonylindoleHCID 2257007174.5%

Reaction Steps

To a solution of 5-fluoro-1-methanesulphonyl-6-methoxyindole (0.10 g 0.41 mmol) in dry dichloromethane (3 ml) at −10° C. was added a solution of BBr3 (1M in dichloromethane, 1.23 ml) over one minute. The reacture was warmed to room temperature and stirred for 2 h and then poured onto ice/1M hydrochloric acid (10 ml). After stirring for 15 min the mixture was extracted with ethyl acetate (1×50 ml, 2×20 ml), dried (MgSO4) and evaporated in vacuo to give 5-fluoro-6-hydroxy-1-methanesulphonylindole (70 mg)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855715B1
Source datasetuspto-grants-2005_02
ORD IDord-46e03427e09340a89c5d21712f65d164
Source noteuspto-grants-2005_02