反应详情

(6-Methoxy-naphthalen-2-yl)-carbamic acid tert-butyl ester (10.05 g, 36.8 mmol), prepared in the previous step, was suspended in 300 mL of glacial acetic acid plus 200 mL of 48% HBr and under nitrogen the mixture was refluxed for 6 h. The glacial acetic acid and the 48% HBr were removed under reduced pressure and the residue partitioned between methylene chloride and water. The aqueous layer was made basic by the addition of NaHCO3. A solid precipitated. The solid was collected by filtration and dried under reduced pressure to give 6-amino-naphthalen-2-ol (5.72 g, 98%) as a gray solid, MS m/z: 160 [M+H]+.

1. customThe glacial acetic acid and the 48% HBr were removed under reduced pressure
2. customthe residue partitioned between methylene chloride and water
3. additionThe aqueous layer was made basic by the addition of NaHCO3
4. customA solid precipitated
5. filtrationThe solid was collected by filtration
6. customdried under reduced pressure