Phenol → 1,8-Diphenoxyanthraquinone

HRID 621829

反応式

HRID 621829 の反応式
[CH2:1]([C:5]([CH2:7][CH:8]([CH3:10])C)=[O:6])[CH:2](C)C.[C:11]1([OH:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.Cl[C:19]1[C:32]2[C:31](=[O:33])[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][C:29]=3Cl)[C:24](=[O:35])[C:23]=2[CH:22]=[CH:21][CH:20]=1>>[O:17]([C:19]1[C:32]2[C:31](=[O:33])[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][C:29]=3[O:6][C:5]3[CH:1]=[CH:2][CH:10]=[CH:8][CH:7]=3)[C:24](=[O:35])[C:23]=2[CH:22]=[CH:21][CH:20]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

4

反応物 3

HCID 996PhenolHCID 67081,8-DichloroanthraquinoneHCID 7958Isobutyl ketone

生成物 1

HCID 665011,8-Diphenoxyanthraquinone

反応条件

温度
35 °C

実験手順

A stirred pressure reactor is charged with 183 ml of diisobutyl ketone. With stirring, 86.3 g of phenol (90%) are added. Then 103.8 g of 1,8-dichloroanthraquinone are added over 5 minutes and the reaction mixture is heated to boiling point. Distillation of water commences at 155° C. After 1.5 hours at this temperature, the reaction mixture is cooled to 35° C. and then 67 g of potassium carbonate are added. The batch is then heated to 160° C. over 90 minutes and allowed to react at this temperature for 1 hour. The reactor is then closed, heated to 175°-176° C. and kept at this temperature for 5 hours. After cooling to 30° C., the pressure in the reactor is reduced and the solvent is removed by distillation. To the reaction mixture are added 3 ml of 50% sodium hydroxide solution and the resultant 1,8-diphenoxyanthraquinone is isolated by filtration and vacuum dried, to give 141.0 g of a product with a titre of 86.2%, corresponding to a yield of 89.0%. The conversion is 99.9%.

後処理

  1. temperaturethe reaction mixture is heated
  2. distillationDistillation of water commences at 155° C
  3. addition67 g of potassium carbonate are added
  4. temperatureThe batch is then heated to 160° C. over 90 minutes
  5. customto react at this temperature for 1 hour
  6. customThe reactor is then closed
  7. temperatureheated to 175°-176° C.
  8. waitkept at this temperature for 5 hours
  9. temperatureAfter cooling to 30° C.
  10. customthe solvent is removed by distillation
  11. additionTo the reaction mixture are added 3 ml of 50% sodium hydroxide solution

出典と根拠

ORDレコード
ord-1dbd186366a847288bf0f434af956f0f
出典データセット
uspto-grants-1989_04
特許番号
US04825005

関連ノート

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