Реакция #95337

Уравнение реакции

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

Выход 82.6%

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

Выход 82.6%

Растворители

methanol

Условия реакции

Обработка

1. 1
   workup.STIRRINGThen, the mixture is stirred overnight at room temperature
2. 2
   workup.STIRRINGstirred at room temperature for 3 hours
3. 3
   ДругоеThe white crystals deposited are separated by filtration
4. 4
   Промывкаwashed with methanol and water
5. 5
   Другоеdried
6. 6
   Другоеto obtain 2.36 g of a crude product
7. 7
   КонцентрированиеIn the meantime, the filtrate is concentrated under reduced pressure
8. 8
   workup.ADDITIONThe residue is mixed with water
9. 9
   ДругоеThe crystals deposited are separated by filtration
10. 10
    Промывкаwashed with water
11. 11
    Другоеdried
12. 12
    Другоеto obtain 0.37 g of a crude product
13. 13
    Другоеrecrystallized from ethanol

Методика

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.

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