Réaction #1056440

Équation de réaction

hydrogen

(S)-7-nitro-2,3,11,11a-tetrahydro-1H,5H-pyrrolo[2,1-c][1,4]benzoxazepine-5-one

methanol

hydrogen

→

title product

Rendement 93.8%

(S)-7-amino-2,3,11,11a-tetrahydro-1H,5H-pyrrolo[2,1-c][1,4]benzoxazepine-5-one

Rendement 93.8%

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   FiltrationThe mixture was filtered
2. 2
   Autreto remove the catalyst
3. 3
   Autreevaporated to dryness in vacuo
4. 4
   LavageThe crude product was passed through a short silica column (eluting with 10% methanol in dichloromethane)

Mode opératoire

A solution of (S)-7-nitro-2,3,11,11a-tetrahydro-1H,5H-pyrrolo[2,1-c][1,4]benzoxazepine-5-one (7.4 g), prepared as described in Example 3L, in ethanol (100 ml) and methanol (50 ml) was hydrogenated over 10% palladium on activated carbon under 2 bar hydrogen, until the uptake of hydrogen ceased. The mixture was filtered to remove the catalyst and evaporated to dryness in vacuo. The crude product was passed through a short silica column (eluting with 10% methanol in dichloromethane) to give the title product (6.1 g). EIMS: m/z=219 [M+H]+

Source