反応 #95337

反応方程式

1-(3,4-methylenedioxybenzoylmethyl)-4-(2-oxo-3,4-dihydro-2H-1,3-benzoxazin-3-yl)-piperidine

1-(3,4-Methylenedioxybenzoylmethyl)-4-(2-oxo-3,4-dihydro-2H-1,3-benzoxazin-3-yl)-piperidine

sodium borohydride

sodium borohydride

→

desired product

収率 82.6%

1-[2-(3,4-Methylenedioxyphenyl)-2-hydroxyethyl]-4-(2-oxo-3,4-dihydro-2H-1,3-benzoxazin-3-yl)-piperidine

収率 82.6%

溶媒

methanol

反応条件

後処理

1. 1
   workup.STIRRINGThen, the mixture is stirred overnight at room temperature
2. 2
   workup.STIRRINGstirred at room temperature for 3 hours
3. 3
   その他The white crystals deposited are separated by filtration
4. 4
   洗浄washed with methanol and water
5. 5
   その他dried
6. 6
   その他to obtain 2.36 g of a crude product
7. 7
   濃縮In the meantime, the filtrate is concentrated under reduced pressure
8. 8
   workup.ADDITIONThe residue is mixed with water
9. 9
   その他The crystals deposited are separated by filtration
10. 10
    洗浄washed with water
11. 11
    その他dried
12. 12
    その他to obtain 0.37 g of a crude product
13. 13
    その他recrystallized from ethanol

実験手順

In this example, 3.0 g of 1-(3,4-methylenedioxybenzoylmethyl)-4-(2-oxo-3,4-dihydro-2H-1,3-benzoxazin-3-yl)-piperidine obtained in Example 2 is mixed with 150 ml of methanol. While the mixture is stirred at 0° to 10° C., 0.8 g of sodium borohydride is added thereto over a period of 3 hours. Then, the mixture is stirred overnight at room temperature. The mixture is further mixed with 0.4 g of sodium borohydride and stirred at room temperature for 3 hours. The white crystals deposited are separated by filtration, washed with methanol and water and dried to obtain 2.36 g of a crude product. In the meantime, the filtrate is concentrated under reduced pressure. The residue is mixed with water. The crystals deposited are separated by filtration, washed with water and dried to obtain 0.37 g of a crude product. The two crude products are combined and recrystallized from ethanol to obtain 2.49 g of the desired product.

出典