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

HRID 2070238

반응식

HRID 2070238 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-6d9dcffca1b74f69b8b528f0dfee9afd
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299302B2

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