Reaktion #66918

Reaktionsgleichung

73

Ethyl 2-(benzyloxy)benzoate

NaOH

EtOH

→

78

Ausbeute 84.6%

2-(Benzyloxy)benzoic acid

Ausbeute 84.6%

Lösungsmittel

H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was reflux for 12 h
2. 2
   FiltrationThe solid was filtered out
3. 3
   SonstigeThe precipitate was collected
4. 4
   Waschenwashed with H2O
5. 5
   SonstigeThe crude product was recrystallized from

Vorschrift

To a suspension of 73 (4.0 g, 15.6 mmol) in H2O (150 ml) were added NaOH (3.1 g, 78.0 mmol) and EtOH (5 ml). The mixture was reflux for 12 h, and cooled to 25° C. The solid was filtered out and the filtrate was acidified with 2N HCl. The precipitate was collected and washed with H2O. The crude product was recrystallized from to give 78 as white solid. (3.0 g, 13.2 mmol). Yield: 84.6%; mp 73-75° C.; MS (EI, 70 eV): m/z 228.3 (M+); 1H-NMR (CDCl3, 200 MHz): δ 5.27 (s, 2H), 7.08-7.54 (m, 8H), 6.93 (dd, J=8.0, 1.8 Hz, 1H); 13C-NMR (CDCl3, 50 MHz) δ: 165.43, 157.40, 135.02, 134.34, 133.88, 129.16, 127.92, 122.44, 118.09, 113.11, 72.23; Anal. Calcd for C14H12O3: C, 73.67; H, 5.30.

Quelle