Реакция #674318

Уравнение реакции

sodium hydride

DMF

alcohol

(R)—N-Boc-2-hydroxypiperidine

DMF

iodomethane

→

(R)—N-Boc-2-methoxymethylpiperidine

Выход 85.0%

Условия реакции

Обработка

1. 1
   Температураwas cooled with ice
2. 2
   workup.ADDITIONwas added
3. 3
   ДругоеThe mixture was quenched with saturated NH4Cl-solution
4. 4
   Экстракцияextracted with EtOAc
5. 5
   ПромывкаThe combined organic extracts were washed with brine
6. 6
   Сушкаdried over MgSO4
7. 7
   Концентрированиеconcentrated under reduced pressure

Методика

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%).

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