Reaktion #95337

Reaktionsgleichung

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

Ausbeute 82.6%

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

Ausbeute 82.6%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle