Catechol → 2',3'-Dihydroxyacetophenone

HRID 585794

反応式

HRID 585794 の反応式
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].[C:9](OC(=O)C)(=[O:11])[CH3:10]>C(O)(=O)C>[C:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:1]([OH:2])[C:3]=1[OH:4])(=[O:11])[CH3:10]

参加物

4

反応物 2

HCID 289CatecholHCID 7918Acetic Anhydride

生成物 1

HCID 64291102',3'-Dihydroxyacetophenone

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
110 °C

実験手順

In the solution of 220 g(2 mol) of catechol in 500 ml of acetic acid, 102 g(1 mol) of acetic anhydride was drop-added for one hour while agitating the solution at 110° C. The mixture was maintained at 110° C. for two hours, and diethylene glycol dibutyl ether was distilled under vacuum. 1 Liter of toluene was added to the reaction mixture and cooled to 0° C. and then the unreacted excess hydroquinone was filtered and collected (recovered amount: 110 g, recycled without any purification process). A desired mono acetyl catechol was obtained by evaporating the residue in vacuum. (Yield: 149.0 g(98%). mp: oil. 1H-NMR(200 MHz, CDCl3, ppm) 2.33(s, 3H), 5.81 (br, 1H), 6.83-7.18 (m, 4H).

後処理

  1. temperatureThe mixture was maintained at 110° C. for two hours
  2. distillationdiethylene glycol dibutyl ether was distilled under vacuum
  3. addition1 Liter of toluene was added to the reaction mixture
  4. temperaturecooled to 0° C.
  5. filtrationthe unreacted excess hydroquinone was filtered
  6. customcollected (
  7. customrecovered amount

出典と根拠

ORDレコード
ord-740d69d6ac5944849707f997383b156d
出典データセット
uspto-grants-2005_08
特許番号
US06933403B2

関連ノート

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