反応 #64152

反応方程式

(2S)-1-[3-(N-benzyl-N-methylcarbamoyl)propanoyl]pyrrolidin-2-al

phenyl magnesium bromide

ammonium chloride

→

title compound

(1RS)-1-phenyl-1-[(2S)-1-[3-(N-benzyl-N-methylcarbamoyl) propanoyl]pyrrolidin-2-yl]methanol

溶媒

THF

THF

反応条件

後処理

1. 1
   workup.WAITfor 30 mins at 0° C
2. 2
   抽出The mixture was extracted with EtOAc
3. 3
   洗浄The extract was washed
4. 4
   その他dried
5. 5
   その他evaporated
6. 6
   その他The residue was purified by column chromatography on silica gel (EtOAc-CH3OH)

実験手順

A solution of (2S)-1-[3-(N-benzyl-N-methylcarbamoyl)propanoyl]pyrrolidin-2-al (200 mg) in THF (5 ml) was cooled to -25° C. A solution of phenyl magnesium bromide in THF (2M, 0.49 ml) was added dropwise to the solution. The reaction solution was stirred for 30 mins, at the same temperature, and for 30 mins at 0° C. A saturated aq. solution of ammonium chloride was added to the reaction solution. The mixture was extracted with EtOAc. The extract was washed, dried, and evaporated. The residue was purified by column chromatography on silica gel (EtOAc-CH3OH) to give the title compound (45 mg) having the following physical data:

出典