反応 #1781

反応方程式

2-ethyl nicotinic acid lithium salt

lithium aluminum hydride

→

2-ethyl-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 (949 μL)
3. 3
   ろ過The solution was filtered
4. 4
   その他the solvent 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-ethyl nicotinic acid lithium salt (5 g, 3.18 mmol) in distilled THF (400 mL) under nitrogen was cooled to 0° C. and lithium aluminum hydride (1M in THF) (25 mL) was added dropwise. The reaction was stirred for 3 hours at room temperature then cooled to 0° C. and quenched with EtOAc (949 μL), then H2O (949 μL), then 15% NaOH (949 μL), followed by H2O (2.8 mL). The solution was filtered and the solvent removed under reduced pressure. Toluene was added and the solvent was removed under reduced pressure to give the desired 2-ethyl-3 -hydroxymethylpyridine.

出典