反応 #1784

反応方程式

2-isopropyl-3-carboethoxypyridine

lithium aluminum hydride

→

2-isopropyl-3-hydroxymethylpyridine

溶媒

THF

反応条件

後処理

1. 1
   温度then cooled to 0° C.
2. 2
   その他quenched with EtOAc (100 μL)
3. 3
   ろ過The mixture was filtered
4. 4
   その他the solvent was removed under reduced pressure
5. 5
   workup.ADDITIONToluene was added
6. 6
   その他the solvent was removed under reduced pressure

実験手順

The 2-isopropyl-3-carboethoxypyridine (400 mg, 2 mmol) in distilled THF (50 mL) under nitrogen was cooled to 0° C. and lithium aluminum hydride (1M in THF) (2.07 mL) was added dropwise. The reaction was stirred for 18 hours at room temperature then cooled to 0° C. and quenched with EtOAc (100 μL), then H2O (100 μL), then 15% NaOH (100 μL), followed by H2O (300 μL). The mixture was filtered and the solvent was removed under reduced pressure. Toluene was added and the solvent was removed under reduced pressure to give the desired 2-isopropyl-3-hydroxymethylpyridine.

出典