Reaktion #171268

Reaktionsgleichung

N-trifluoroacetyl-8-bromo-7-isopropoxy-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine

NaOH

→

clear oil

Ausbeute 76.6%

8-Bromo-7-isopropoxy-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine

Ausbeute 76.6%

Lösungsmittel

water

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted twice with EtOAc (5 mL)
2. 2
   Waschenthe combined organic phases were washed with brine (3 mL)
3. 3
   Trocknendried with Na2SO4
4. 4
   Einengenconcentrated

Vorschrift

A solution of N-trifluoroacetyl-8-bromo-7-isopropoxy-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine (0.014 g, 0.035 mmol) in methanol (1 mL) was treated with 15% aqueous NaOH (1 mL), and stirred overnight at 20 C. The product mixture was diluted with water (3 mL), extracted twice with EtOAc (5 mL), the combined organic phases were washed with brine (3 mL), dried with Na2SO4 and concentrated to give 0.008 g of a clear oil. 1H NMR (400 MHz, CDCl3) d 7.24 (s, 1H), 6.64 (s, 1H), 4.48 (m, 1H), 2.98 (m, 3H), 2.87 (m, 3H), 1.36 (m, 6H), 1.30 (d, J=7 Hz, 3H). MS calculated for C14H20BrNO+H: 298, observed: 298.

Quelle