Hydrochloric Acid → 6-chloro-3-hydroxy-2-(4-methylphenyl)-4H-1-benzopyran-4-one

HRID 260271

反応式

HRID 260271 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([C:8](=[O:10])[CH3:9])[CH:7]=1.[C:12]1([CH3:20])[CH:17]=[CH:16][C:15]([CH:18]=O)=[CH:14][CH:13]=1.[OH-:21].[Na+].OO.Cl>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][C:20]([C:12]3[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=3)=[C:9]([OH:21])[C:8](=[O:10])[C:6]=2[CH:7]=1

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 77254-MethylbenzaldehydeHCID 14798Sodium Hydroxide2 回HCID 740613-Chloro-6-hydroxyacetophenone

生成物 1

HCID 77466616-chloro-3-hydroxy-2-(4-methylphenyl)-4H-1-benzopyran-4-one

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A 8.5 g quantity of 5'-chloro-2'-hydroxyacetophenone and 6.0 g of p-tolualdehyde were dissolved in 105 ml of ethanol. Then 17 ml of an aqueous solution containing 10 g of sodium hydroxide was slowly added thereto dropwise and stirred at room temperature for 4 hours. Then 350 ml of ethanol and 17 ml of an aqueous solution containing 3.5 g of sodium hydroxide were added to the reaction mixture, and 8.3 ml of a 30% aqueous hydrogen peroxide solution was further added dropwise slowly and stirred at room temperature for 12 hours. A 10% aqueous HCl solution was added to adjust the reaction mixture to pH 3. The crystals precipitated were collected by filtration and washed serially with 10 ml of water, 5 ml of ethanol and 10 ml of diethyl ether, thus giving 6.0 g of 6-chloro-3-hydroxy-2-(4-methylphenyl)-4H-1-benzopyran-4-one as crystals.

後処理

  1. additionwas slowly added
  2. additionwas further added dropwise slowly
  3. stirringstirred at room temperature for 12 hours
  4. customThe crystals precipitated
  5. filtrationwere collected by filtration
  6. washwashed serially with 10 ml of water, 5 ml of ethanol and 10 ml of diethyl ether

出典と根拠

ORDレコード
ord-1c3de887f27a413d90130333a19f58ab
出典データセット
uspto-grants-1996_06
特許番号
US05527786

関連ノート

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