Reaktion #674318

Reaktionsgleichung

sodium hydride

DMF

alcohol

(R)—N-Boc-2-hydroxypiperidine

DMF

iodomethane

→

(R)—N-Boc-2-methoxymethylpiperidine

Ausbeute 85.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas cooled with ice
2. 2
   workup.ADDITIONwas added
3. 3
   SonstigeThe mixture was quenched with saturated NH4Cl-solution
4. 4
   Extraktionextracted with EtOAc
5. 5
   WaschenThe combined organic extracts were washed with brine
6. 6
   Trocknendried over MgSO4
7. 7
   Einengenconcentrated under reduced pressure

Vorschrift

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%).

Quelle