Potassium Nitrate → 4-(Tert-butyl)-3-nitroaniline

HRID 470065노트

반응식

HRID 470065 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[N+:12]([O-])([O-:14])=[O:13].[K+].C([O-])(O)=O.[Na+]>OS(O)(=O)=O>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([NH2:11])=[CH:9][C:10]=1[N+:12]([O-:14])=[O:13])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 24434Potassium NitrateHCID 698614-Tert-ButylanilineHCID 516892Sodium Bicarbonate

생성물 1

HCID 3161634-(Tert-butyl)-3-nitroaniline수율 77%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

To a mixture of 4-tert-butyl-phenylamine (10.0 g, 67.01 mmol) dissolved in H2SO4 (98%, 60 mL) was slowly added KNO3 (8.1 g, 80.41 mmol) at 0° C. After addition, the reaction was allowed to warm to room temperature and stirred overnight. The mixture was then poured into ice-water and basified with sat. NaHCO3 solution to pH 8. The mixture was extracted several times with CH2Cl2. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography (petroleum ether—EtOAc, 10:1) to give 4-tert-butyl-3-nitro-phenylamine (10 g, 77%).

후처리

  1. customat 0° C
  2. additionAfter addition
  3. extractionThe mixture was extracted several times with CH2Cl2
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography (petroleum ether—EtOAc, 10:1)

출처 및 근거

ORD 기록
ord-bfeb997ae51945739b7ccd2b5d027ad0
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629162B2

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