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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360121Generated: October 28, 2026

Methanol → HCID 86659858, compound

https://huagongshe.com/reaction/2360121

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium BicarbonateHCID 516892—
ReactantBoron tribromide dichloromethaneHCID 22277759—
ReactantHCID 82087709HCID 82087709—
SolventDichloromethaneHCID 6344—
ProductHCID 86659858HCID 8665985828%

Reaction Steps

To a solution of 5-methoxy-1-phenethylindole (95 mg, 0.38 mmol) in 1.9 mL of dry dichloromethane was added boron tribromide-dichloromethane solution (4 M, 0.47 mL, 1.9 mmol) under nitrogen at 0° C. After the reaction mixture was stirred at room temperature for 30 min, methanol (1 mL) was added with additional stirring at room temperature for 5 min. After the reaction mixture was neutralized by saturated NaHCO3 aqueous solution, the solution was extracted with ethyl acetate. The extract was washed with brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (chloroform/methanol=100/0 to 95/5) to obtain the title compound (25.3 mg, 28%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686024B2
Source datasetuspto-grants-2014_04
ORD IDord-2f4e49fc8ca44bb187bbd7567659bdc9
Source noteuspto-grants-2014_04