Reacción #4461

Ecuación de reacción

water

N-[[(4-fluorophenyl)carbamoyl]-imino]pyridinium

sodium borohydride

sodium borohydride

→

N-[[(4-fluorophenyl)-carbamoyl]amino]-1,2,3,6-tetrahydropyridine

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe resulting mixture was evaporated
2. 2
   ExtracciónThe residue was extracted with chloroform (20 ml×3)
3. 3
   ExtracciónThe combined organic extract
4. 4
   Lavadowas washed with water
5. 5
   Secadodried over magnesium sulfate
6. 6
   Otroevaporated
7. 7
   Otroto give crystalls
8. 8
   OtroRecrystallization from diisopropyl ether

Procedimiento

A suspension of N-[[(4-fluorophenyl)carbamoyl]-imino]pyridinium ylide (1.04 g) and sodium borohydride (2.55 g) in ethanol (100 ml) was stirred at ambient temperature for 16 hours. Excess of sodium borohydride was decomposed with water, and the resulting mixture was evaporated. The residue was extracted with chloroform (20 ml×3). The combined organic extract was washed with water, dried over magnesium sulfate and evaporated to give crystalls. Recrystallization from diisopropyl ether gave N-[[(4-fluorophenyl)-carbamoyl]amino]-1,2,3,6-tetrahydropyridine (0.60 g).

Fuente