Ethanol → 2-Benzyloxybenzoic acid

HRID 38640

반응식

HRID 38640 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 18105812-Benzyloxybenzoic acid수율 84.6%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
25 °C

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.

후처리

  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

출처 및 근거

ORD 기록
ord-11b9b0ab40304925a3d101c2731ff662
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524740B2

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