反応 #674318

反応方程式

sodium hydride

DMF

alcohol

(R)—N-Boc-2-hydroxypiperidine

DMF

iodomethane

→

(R)—N-Boc-2-methoxymethylpiperidine

収率 85.0%

反応条件

後処理

1. 1
   温度was cooled with ice
2. 2
   workup.ADDITIONwas added
3. 3
   その他The mixture was quenched with saturated NH4Cl-solution
4. 4
   抽出extracted with EtOAc
5. 5
   洗浄The combined organic extracts were washed with brine
6. 6
   乾燥dried over MgSO4
7. 7
   濃縮concentrated under reduced pressure

実験手順

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%).

出典