Stannous chloride dihydrate → 4-(4-Cyclohexylphenoxy)-2,5-dimethylaniline

HRID 405004

반응식

HRID 405004 반응식
[CH:1]1([C:7]2[CH:24]=[CH:23][C:10]([O:11][C:12]3[C:17]([CH3:18])=[CH:16][C:15]([N+:19]([O-])=O)=[C:14]([CH3:22])[CH:13]=3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O.O.[Sn](Cl)Cl.C([O-])(O)=O.[Na+]>O1CCOCC1.Cl>[CH:1]1([C:7]2[CH:24]=[CH:23][C:10]([O:11][C:12]3[C:17]([CH3:18])=[CH:16][C:15]([NH2:19])=[C:14]([CH3:22])[CH:13]=3)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

6

반응물 3

HCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 685962084-(4-Cyclohexylphenoxy)-2,5-dimethylnitrobenzene

생성물 1

HCID 685960764-(4-Cyclohexylphenoxy)-2,5-dimethylaniline수율 61.5%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 312751,4-Dioxane용매

실험 절차

A solution of 0.49 g (1.5 mmol) of 4-(4-cyclohexylphenoxy)-2,5-dimethylnitrobenzene in 7 ml of dioxane and 7 ml of hydrochloric acid is admixed with 1.01 g (4.5 mmol) of tin(II) chloride dihydrate at room temperature and the mixture is then refluxed for 2 h. It is cooled to room temperature, neutralized with aqueous NaHCO3 and extracted repeatedly with dichloromethane, 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 (0.29 g, purity 95.2%, yield 61.5%, log P (pH 2.3)=4.25).

후처리

  1. temperaturethe mixture is then refluxed for 2 h
  2. extractionextracted repeatedly with dichloromethane
  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 (0.29 g, purity 95.2%, yield 61.5%, log P (pH 2.3)=4.25)

출처 및 근거

ORD 기록
ord-018238e3bc1740f199fda69cbcf3f27c
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748662B2

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