Succinic anhydride → 4-[4-(Octyloxy)phenyl]-4-oxobutanoic acid

HRID 542389노트

반응식

HRID 542389 반응식
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[C:16]1(=[O:22])[O:21][C:19](=[O:20])[CH2:18][CH2:17]1.[Cl-].[Al+3].[Cl-].[Cl-]>C(=S)=S>[CH2:1]([O:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]([CH2:17][CH2:18][C:19]([OH:21])=[O:20])=[O:22])=[CH:14][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

참가 물질

5

반응물 3

HCID 7922Succinic anhydrideHCID 74558Octyl phenyl etherHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 27752384-[4-(Octyloxy)phenyl]-4-oxobutanoic acid수율 53.2%

시약·촉매·용매 1

HCID 6348Carbon Disulfide용매

반응 조건

온도
50 °C

실험 절차

n-Octyloxybenzene (301 g, 1.46 mol), succinic anhydride (146.8 g, 1.468 mol) and carbon disulfide (1.3 l) were agitated at room temperature, followed by portion-wise feeding anhydrous aluminum chloride (392 g, 2.94 mol), further agitating the mixture at 50° C. for 4 hours after the reaction became quiet, cooling the mixture down to room temperature, adding it to ice (2 Kg), distilling off carbon disulfide, collecting solids, adding toluene (1 l), distilling off water on heating, filtering while hot, and distilling off toluene under reduced pressure to obtain oily β-(p-octyloxybenzoyl)-propionic acid (238 g, yield 53%).

후처리

  1. temperaturecooling the mixture down to room temperature
  2. distillationdistilling off carbon disulfide
  3. customcollecting solids
  4. additionadding toluene (1 l)
  5. distillationdistilling off water
  6. temperatureon heating
  7. filtrationfiltering while hot, and
  8. distillationdistilling off toluene under reduced pressure

출처 및 근거

ORD 기록
ord-cdfcc2e536cd4e05bca7da159b0aca0d
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04657695

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