Reaction #1923

Reaction equation

1-acetamido-6,11-dihydrodibenz[b,e]oxepin-11-one

sodium bicarbonate

→

1-amino-6,11-dihydrodibenz[b,e]oxepin-11-one

Yield 81.0%

Solvents

hydrochloric acid

Conditions

Workup

1. 1
   Temperaturewas heated
2. 2
   Temperatureunder reflux for 2 hours
3. 3
   Extractionfollowed by extraction with ethyl acetate (25 ml)
4. 4
   WashThe organic layer was washed with a saturated aqueous solution of sodium chloride
5. 5
   Dryingdried over anhydrous magnesium sulfate
6. 6
   FiltrationAfter the drying agent was filtered off
7. 7
   Concentrationthe organic layer was concentrated under reduced pressure

Procedure

In concentrated hydrochloric acid (10 ml), 1-acetamido-6,11-dihydrodibenz[b,e]oxepin-11-one obtained in Reference Example 3(0.25 g, 0.94 mmol) was heated under reflux for 2 hours. The reaction mixture was poured into a saturated aqueous solution of sodium bicarbonate, followed by extraction with ethyl acetate (25 ml). The organic layer was washed with a saturated aqueous solution of sodium chloride, and then dried over anhydrous magnesium sulfate. After the drying agent was filtered off, the organic layer was concentrated under reduced pressure to give 1-amino-6,11-dihydrodibenz[b,e]oxepin-11-one as a yellow solid (0.17 g, 81%).

Source