Reaction #640578

Reaction equation

6-Methyl-3-(2-nitrobenzyl)-[1,3]-oxazepan-2-one

ammonium chloride

water

→

3-(2-aminobenzyl)-6-methyl-[1,3]-oxazepan-2-one

Yield 60.2%

Solvents

ethanol

Conditions

Workup

1. 1
   Temperatureto reflux for one hour
2. 2
   Filtrationthe reaction mixture was filtered with suction
3. 3
   Extractionextracted with ethyl acetate
4. 4
   WashThe organic layer was washed with a saturated brine
5. 5
   Dryingdried over anhydrous sodium sulfate

Procedure

6-Methyl-3-(2-nitrobenzyl)-[1,3]-oxazepan-2-one (1.91 g, 7.23 mmol), iron powder (2.02 g, 36.2 mmol), ammonium chloride (0.19 g, 3.55 mmol) were suspended in ethanol (30 ml) and water (15 ml) and heated to reflux for one hour. After cooling to room temperature, the reaction mixture was filtered with suction and extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate, and 3-(2-aminobenzyl)-6-methyl-[1,3]-oxazepan-2-one (1.02 g) was obtained by evaporating the solvent under reduced pressure.

Source