p-Anisoyl chloride → HCID 18174608、化合物

HRID 395806ノート

反応式

HRID 395806 の反応式
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:9].[OH-:10].[Na+].[CH3:12][O:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][CH:15]=1>C(Cl)Cl>[CH3:12][O:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([O:10][O:9][C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([NH:8][C:18](=[O:19])[C:17]3[CH:21]=[CH:22][C:14]([O:13][CH3:12])=[CH:15][CH:16]=3)[C:2]=2[NH:1][C:18](=[O:19])[C:17]2[CH:21]=[CH:22][C:14]([O:13][CH3:12])=[CH:15][CH:16]=2)=[O:19])=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 7477p-Anisoyl chlorideHCID 14798Sodium HydroxideHCID 5799372,3-Diaminophenol

生成物 1

HCID 18174608HCID 18174608、化合物収率 74%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2,3-Diaminophenol (2.48 g, 20 mmol) was dissolved in methylene chloride (200 mL) and the solution was cooled to ice-water bath temperature. Aqueous 5 N sodium hydroxide solution (126 mL) was added followed by 4-methoxybenzoyl chloride (8.6 mL, 63 mmol). The mixture was allowed to warm to room temperature and stirred for 18 h. The organic layer was separated and washed with dilute aqueous sodium hydroxide solution, dilute aqueous hydrochloric acid, and saturated aqueous sodium chloride solution. The organic layer was dried (sodium sulfate), filtered, and concentrated in vacuo to give 7.75 g (74%) of the title compound as a brown foam. This material was used without further purification.

後処理

  1. temperaturethe solution was cooled to ice-water bath temperature
  2. customThe organic layer was separated
  3. washwashed with dilute aqueous sodium hydroxide solution, dilute aqueous hydrochloric acid, and saturated aqueous sodium chloride solution
  4. dry with materialThe organic layer was dried (sodium sulfate)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-5b7b75de5e8e4bada1be9491bf6989be
出典データセット
uspto-grants-2003_08
特許番号
US06605626B2

反応ノート

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