Sodium Hydroxide → 4-(4-Bromophenoxy)-2,5-dimethylaniline

HRID 2070238

反応式

HRID 2070238 の反応式
[Br:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[C:12]([CH3:13])=[CH:11][C:10]([N+:14]([O-])=O)=[C:9]([CH3:17])[CH:8]=2)=[CH:4][CH:3]=1.O.O.[Sn](Cl)Cl.[OH-].[Na+]>O1CCOCC1.Cl>[Br:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[C:12]([CH3:13])=[CH:11][C:10]([NH2:14])=[C:9]([CH3:17])[CH:8]=2)=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 61436Stannous chloride dihydrateHCID 685953564-(4-Bromophenoxy)-2,5-dimethylnitrobenzene

生成物 1

HCID 685943334-(4-Bromophenoxy)-2,5-dimethylaniline収率 51.9%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 312751,4-Dioxane溶媒

実験手順

A solution of 18.90 g (46.9 mmol) of 4-(4-bromophenoxy)-2,5-dimethylnitrobenzene in 150 ml of dioxane and 150 ml of hydrochloric acid is admixed with 31.77 g (140.8 mmol) of tin(II) chloride dihydrate at room temperature and the mixture is then refluxed for 3.5 h. It is cooled to room temperature, neutralized with 10% strength aqueous sodium hydroxide solution and extracted repeatedly with ethyl acetate, and the extracts are dried over Na2SO4 and filtered, and the solvent is removed under reduced pressure. This is followed by purification by column chromatography (8.10 g, purity 88.0%, yield 51.9%, log P (pH 2.3)=2.88).

後処理

  1. temperaturethe mixture is then refluxed for 3.5 h
  2. extractionextracted repeatedly with ethyl acetate
  3. dry with materialthe extracts are dried over Na2SO4
  4. filtrationfiltered
  5. customthe solvent is removed under reduced pressure
  6. customThis is followed by purification by column chromatography (8.10 g, purity 88.0%, yield 51.9%, log P (pH 2.3)=2.88)

出典と根拠

ORDレコード
ord-6d9dcffca1b74f69b8b528f0dfee9afd
出典データセット
uspto-grants-2012_10
特許番号
US08299302B2

関連ノート

読み込み中…