Hydrogen Bromide → 6-Amino-2-naphthalenol
Reaktionsgleichung
C(OC(=O)[NH:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:18]C)[CH:14]=2)[CH:9]=1)(C)(C)C.Br>C(O)(=O)C>[NH2:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[CH:14]=[C:13]([OH:18])[CH:12]=[CH:11]2Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
(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]+.