反応 #66918

反応方程式

73

Ethyl 2-(benzyloxy)benzoate

NaOH

EtOH

→

78

収率 84.6%

2-(Benzyloxy)benzoic acid

収率 84.6%

溶媒

H2O

反応条件

後処理

1. 1
   温度The mixture was reflux for 12 h
2. 2
   ろ過The solid was filtered out
3. 3
   その他The precipitate was collected
4. 4
   洗浄washed with H2O
5. 5
   その他The crude product was recrystallized from

実験手順

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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