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

HRID 542389ノート

反応式

HRID 542389 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6348Carbon Disulfide溶媒

反応条件

温度
50 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-cdfcc2e536cd4e05bca7da159b0aca0d
出典データセット
uspto-grants-1987_04
特許番号
US04657695

反応ノート

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