Reacción #69916

Ecuación de reacción

4-(3-Hydroxymethylfuran-2-yl)piperidine-1-carboxylic acid t-butyl ester

DABCO

TsCl

→

title compound

Rendimiento 48.6%

4-[3-(Toluene-4-sulfonyloxymethyl)furan-2-yl]-piperidine-1-carboxylic Acid t-Butyl Ester

Rendimiento 48.6%

Disolventes

DCM

EtOAc

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with water (2×250 mL)
2. 2
   SecadoThe organic layer was dried over anhydrous Na2SO4
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated by rotary evaporation

Procedimiento

4-(3-Hydroxymethylfuran-2-yl)piperidine-1-carboxylic acid t-butyl ester (0.3 g, 1.1 mmol, 1.0 eq.) was dissolved in DCM (5.7 mL). The mixture was cooled to 0° C. and DABCO (132 mg, 1.2 mmol, 1.1 eq.) was added, followed by TsCl (224 mg, 1.2 mmol, 1.1 eq.). The mixture was stirred at 0° C. for 90 minutes, then diluted with EtOAc (500 mL) and washed with water (2×250 mL). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated by rotary evaporation to yield the title compound (233 mg), which was used without further purification.

Fuente