反应详情

A solution of hexahydro-1H-1,4-diazepine (0.20 mol) and 1-fluoro-4-nitro-benzene (0.10 mol) in DCM (300 ml) was stirred at room temperature for 24 hours under nitrogen atmosphere. Yellow crystals precipitated. The precipitate was collected on filter, washed with ether and dried. The residue (21.1 g, 87%) was taken up in water and treated with a 3 N NaOH solution. This mixture was extracted with DCM (3×500 ml), dried (Na2SO4), filtered, and the solvent was removed under reduced pressure and dried under vacuum at room temperature for 16 hours, yielding 18.3 g of hexahydro-1-(4-nitrophenyl)-1H-1,4-diazepine (interm. 1), melting point 115-116° C.

1. customYellow crystals precipitated
2. customThe precipitate was collected
3. filtrationon filter
4. washwashed with ether
5. customdried
6. additiontreated with a 3 N NaOH solution
7. extractionThis mixture was extracted with DCM (3×500 ml)
8. dry with materialdried (Na2SO4)
9. filtrationfiltered
10. customthe solvent was removed under reduced pressure
11. customdried under vacuum at room temperature for 16 hours