反応 #58600

反応方程式

Borane THF

75

4-Benzyl-2-(cyclopropyl-hydroxy-methyl)-morpholin-3-one

hydrochloric acid

NaHCO3

→

76

収率 61.0%

(4-Benzyl-morpholin-2-yl)-cyclopropyl-methanol

収率 61.0%

溶媒

THF

MeOH

EtOAc

反応条件

後処理

1. 1
   温度the resulting mixture heated for one hour at the same temperature
2. 2
   抽出is extracted with EtOAc
3. 3
   洗浄The combined organic layers are washed with brine
4. 4
   乾燥dried over magnesium sulphate
5. 5
   その他the solvent is removed in vacuo
6. 6
   その他Purification by ion exchange chromatography

実験手順

Borane-THF complex (1M solution in THF, 30 mL, 30 mmol, 4.1 eq) is added slowly to a solution of 75 (1.9 g, 7.3 mmol) in THF (100 mL). The reaction is heated to 60° C. After 24 hours MeOH and hydrochloric acid (2M, excess) are added and the resulting mixture heated for one hour at the same temperature. After careful addition of saturated NaHCO3 solution and EtOAc the aqueous layer is extracted with EtOAc. The combined organic layers are washed with brine, dried over magnesium sulphate and the solvent is removed in vacuo. Purification by ion exchange chromatography gives 76 (1.1 g, 61%). MW 247.34; C15H21NO2; LCMS (6 min method) m/z 248 [M+H]+, RT 2.48 min

出典