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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32265Generated: October 28, 2026

Boron tribromide → HCID 23141683, compound

https://huagongshe.com/reaction/32265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(5-Fluoro-2-methoxyphenyl)piperidine-1-carboxylic acid t-butyl esterHCID 59769377—
SolventDichloromethaneHCID 6344—
ProductHCID 23141683HCID 2314168366.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-(5-fluoro-2-methoxyphenyl)piperidine-1-carboxylic acid t-butyl ester (2.0 g, 6.46 mmol) produced in Example (106b) in dichloromethane (50 mL) was added boron tribromide (1M solution in tetrahydrofuran, 19.4 mL, 19.4 mmol), followed by stirring for 4 hours at an external temperature of 60° C. Saturated aqueous solution of sodium hydrogencarbonate was added to the reaction mixture and extraction was performed with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, and the filtrate was concentrated under reduced pressure to give 840 mg of a crude product of the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425554B2
Source datasetuspto-grants-2008_09
ORD IDord-635e6deb405b49fea500aa45d81e5af9
Source noteuspto-grants-2008_09