Ethanol → 2-Benzyloxybenzoic acid

HRID 38640

反応式

HRID 38640 の反応式
[CH2:1]([O:8][C:9]1[CH:19]=[CH:18][CH:17]=[CH:16][C:10]=1[C:11]([O:13]CC)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].CCO>O>[CH2:1]([O:8][C:9]1[CH:19]=[CH:18][CH:17]=[CH:16][C:10]=1[C:11]([OH:13])=[O:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 345928Ethyl 2-(benzyloxy)benzoate

生成物 1

HCID 18105812-Benzyloxybenzoic acid収率 84.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
25 °C

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.

後処理

  1. temperatureThe mixture was reflux for 12 h
  2. filtrationThe solid was filtered out
  3. customThe precipitate was collected
  4. washwashed with H2O
  5. customThe crude product was recrystallized from

出典と根拠

ORDレコード
ord-11b9b0ab40304925a3d101c2731ff662
出典データセット
uspto-grants-2013_09
特許番号
US08524740B2

関連ノート

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