反应详情

温度

110 °C

1.00 M of Potassium hydroxide in Water (25 mL) was added to 2-Nitro-7,8-dihydro-6H-5-oxa-9-aza-benzocycloheptene-9-carboxylic acid ethyl ester (2.84 g, 10.7 mmol) in 2-Methoxyethanol (50 mL) and the reaction was heated at 110° C. After overnight heating, the mixture was cooled, extracted with DCM (2×50 mL); the combined organics were washed with water (50 mL) and brine (50 mL), dried and conc. in vacuo. The residue was chromatographed (120 g SiO2, ISCO, 0-20% EtOAc:Hex) to afford 2-Nitro-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocycloheptene as an orange solid (1.64 g, 79%).

1. temperatureAfter overnight heating
2. temperaturethe mixture was cooled
3. extractionextracted with DCM (2×50 mL)
4. washthe combined organics were washed with water (50 mL) and brine (50 mL)
5. customdried and conc. in vacuo
6. customThe residue was chromatographed (120 g SiO2, ISCO, 0-20% EtOAc:Hex)