反応 #52236

反応方程式

1-Boc-isonipecotic acid

BH3-THF

→

l-Boc-piperidine-4-methanol

収率 85.0%

溶媒

THF

反応条件

後処理

1. 1
   温度to warm to room temperature for 12 h
2. 2
   その他The mixture was carefully quenched with water
3. 3
   workup.ADDITIONdiluted with ethyl acetate
4. 4
   抽出The water layer was extracted with ethyl acetate
5. 5
   洗浄washed with brine
6. 6
   乾燥dried (Na2SO4)
7. 7
   ろ過filtered
8. 8
   濃縮concentrated

実験手順

1-Boc-isonipecotic acid (10.0 g, 214 mmol) was dissolved in THF (400 mL) and cooled to 0° C. A solution of BH3-THF (180 mL, 1 N in THF, 180 mmol) was added slowly. The mixture stirred for 1 h at 0° C. and was allowed to warm to room temperature for 12 h. The mixture was carefully quenched with water and diluted with ethyl acetate. The water layer was extracted with ethyl acetate. The organic layers were combined, washed with brine, dried (Na2SO4), filtered and concentrated to provide l-Boc-piperidine-4-methanol (7.98 g, 85%) as a white solid.

出典