반응 #66918

반응 방정식

73

Ethyl 2-(benzyloxy)benzoate

NaOH

EtOH

→

78

수율 84.6%

2-(Benzyloxy)benzoic acid

수율 84.6%

용매

H2O

반응 조건

후처리

1. 1
   온도The mixture was reflux for 12 h
2. 2
   여과The solid was filtered out
3. 3
   기타The precipitate was collected
4. 4
   세척washed with H2O
5. 5
   기타The crude product was recrystallized from

실험 절차

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.

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