Hydrogen Bromide → 6-Butylaminomethyl-naphthalen-2-ol
Reaktionsgleichung
[CH2:1]([NH:5][CH2:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:17]C)[CH:13]=2)[CH:8]=1)[CH2:2][CH2:3][CH3:4].Br>C(O)(=O)C>[CH2:1]([NH:5][CH2:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH:13]=[C:12]([OH:17])[CH:11]=[CH:10]2)[CH2:2][CH2:3][CH3:4]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of butyl-(6-methoxy-naphthalen-2-ylmethyl)-amine (10.0 g, 41.09 mmol), prepared in the previous step, 300 mL of 48% HBr and 200 mL of glacial acetic acid was refluxed under nitrogen for 19 h (overnight). The solvent was removed under reduced pressure. The resulting residue was partitioned between ethyl acetate and 5% sodium bicarbonate. The organic layer was separated, dried (MgSO4) and the solvent removed under reduced pressure to give 6-butylaminomethyl-naphthalen-2-ol (7.54 g, 80%) as a brown solid, mp 108-112° C.