Reacción #95337

Ecuación de reacción

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

Rendimiento 82.6%

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

Rendimiento 82.6%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente