Reacción #674318

Ecuación de reacción

sodium hydride

DMF

alcohol

(R)—N-Boc-2-hydroxypiperidine

DMF

iodomethane

→

(R)—N-Boc-2-methoxymethylpiperidine

Rendimiento 85.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas cooled with ice
2. 2
   workup.ADDITIONwas added
3. 3
   OtroThe mixture was quenched with saturated NH4Cl-solution
4. 4
   Extracciónextracted with EtOAc
5. 5
   LavadoThe combined organic extracts were washed with brine
6. 6
   Secadodried over MgSO4
7. 7
   Concentraciónconcentrated under reduced pressure

Procedimiento

A suspension of sodium hydride (0.13 g, 5.4 mmol) in DMF (4 mL) was cooled with ice and a solution of the intermediate alcohol of Step 2 (0.97 g, 4.5 mmol) in DMF (1 mL) was added dropwise. After stirring for 30 min at room temperature iodomethane (0.96 g, 6.8 mmol) was added and the mixture was stirred over night. The mixture was quenched with saturated NH4Cl-solution and extracted with EtOAc. The combined organic extracts were washed with brine, dried over MgSO4 and concentrated under reduced pressure to leave the crude (R)—N-Boc-2-methoxymethylpiperidine (0.88 g, 85%).

Fuente