Potassium Hydroxide → 2,4-Bis(benzyloxy)-5-isopropenylbenzoic acid

HRID 241819노트

반응식

HRID 241819 반응식
[OH-].[K+].[CH2:3]([O:10][C:11]1[CH:20]=[C:19]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:18]([C:29]([CH3:31])=[CH2:30])=[CH:17][C:12]=1[C:13]([O:15]C)=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO.O>[CH2:3]([O:10][C:11]1[CH:20]=[C:19]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:18]([C:29]([CH3:31])=[CH2:30])=[CH:17][C:12]=1[C:13]([OH:15])=[O:14])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 11955870Methyl 2,4-bis-benzyloxy-5-isopropenylbenzoate

생성물 1

HCID 498640162,4-Bis(benzyloxy)-5-isopropenylbenzoic acid수율 95.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
40 °C

실험 절차

Potassium hydroxide (0.527 Kg, 9.4 mol) was added to a stirred suspension of methyl 2,4-bis-benzyloxy-5-isopropenyl-benzoate (3.1 Kg, 8 mol, step 4) in methanol (18.6 L) and water (12.4 L) and the mixture was stirred and held at reflux for 3 hours. The methanol was removed under partial vacuum from the vessel, and to the remaining solution was added toluene (62 L). The solution was heated to 40° C. and to the mixture was added conc HCl (1.36 L). The biphasic mixture is heated to 50° C. and the phases separated. The organic phase was washed with water (31 L) at 50° C. and the organic phase was evaporated under reduced pressure to give 2,4-bis-benzyloxy-5-isopropenyl-benzoic acid 2.851 Kg (95% yield) as a colourless solid.

후처리

  1. temperatureat reflux for 3 hours
  2. customThe methanol was removed under partial vacuum from the vessel
  3. additionto the remaining solution was added toluene (62 L)
  4. additionwas added conc HCl (1.36 L)
  5. temperatureThe biphasic mixture is heated to 50° C.
  6. customthe phases separated
  7. washThe organic phase was washed with water (31 L) at 50° C.
  8. customthe organic phase was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-da6685dae68c4bc89484b64383f38af6
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653084B2

반응 노트

불러오는 중…