Reaktion #60543

Reaktionsgleichung

sodium hydrogencarbonate

4-(5-fluoro-2-methoxyphenyl)piperidine-1-carboxylic acid t-butyl ester

boron tribromide

→

crude product

Ausbeute 66.6%

4-Fluoro-2-piperidin-4-ylphenol

Ausbeute 66.6%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TrocknenThe organic layer was dried over anhydrous magnesium sulfate
2. 2
   Einengenthe filtrate was concentrated under reduced pressure

Vorschrift

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.

Quelle