Reaction #2833

Reaction equation

compound ( [13]-(132)-158 )

3-nitrobenzoic acid morpholide

→

compound ( [13]-(133)-158 )

Yield 100.5%

3-aminobenzoic acid morpholide

Yield 100.5%

Solvents

ethanol

hydrazine monohydrate

ethanol

Conditions

Workup

1. 1
   Otherthe catalyst was removed by filtration through celite
2. 2
   ConcentrationThe solution was concentrated
3. 3
   Otherthe residue was purified by silica gel column chromatography (Kieselgel 60=120 g, ethyl acetate)

Procedure

The compound ([13]-(132)-158) (8.63 g) prepared in Example 83 was dissolved in ethanol (400 ml), and the solution was heated to 50° C. To the suspention, a solution of 10% Pd/C (2.25 g) in ethanol and hydrazine monohydrate (4.4 ml) were added to the solution. The mixture was stirred for 30 minutes. After the reaction was completed, the catalyst was removed by filtration through celite. The solution was concentrated, and the residue was purified by silica gel column chromatography (Kieselgel 60=120 g, ethyl acetate) to obtain the above-captioned compound ([13]-(133)-158) (7.57 g) as a white solid.

Source