反応 #11704

反応方程式

(3R,6S)-1-(4-fluoro-benzyl)-3,6-dimethyl-piperazine-2,5-dione

lithium aluminum hydride

→

title compound

収率 90.6%

(2R,5S)-1-(4-Fluoro-benzyl)-2,5-dimethyl-piperazine

収率 90.6%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   温度The reaction mixture was then refluxed for 4 hours
2. 2
   その他slowly quenched with water
3. 3
   ろ過The resulting mixture was filtered through a pad of celite
4. 4
   洗浄the filter cake was washed with ethyl acetate
5. 5
   濃縮The filtrate was then concentrated
6. 6
   workup.ADDITIONdiluted with ethyl acetate
7. 7
   洗浄washed with saturated aqueous sodium hydrogen carbonate
8. 8
   その他The organic layer was separated
9. 9
   乾燥dried over magnesium sulfate
10. 10
    ろ過filtered
11. 11
    濃縮concentrated in vacuo

実験手順

To a solution of (3R,6S)-1-(4-fluoro-benzyl)-3,6-dimethyl-piperazine-2,5-dione (22 g, 87.9 mmol) in dry tetrahydrofuran (160 mL) at 0° C. was added a solution of lithium aluminum hydride (1M in tetrahydrofuran, 373 mL, 373 mmol) dropwise over 40 minutes. The reaction mixture was then refluxed for 4 hours, cooled to ambient temperature and slowly quenched with water. The resulting mixture was filtered through a pad of celite and the filter cake was washed with ethyl acetate. The filtrate was then concentrated, diluted with ethyl acetate and washed with saturated aqueous sodium hydrogen carbonate. The organic layer was separated, dried over magnesium sulfate, filtered and concentrated in vacuo to give the title compound (17.7 g).

出典