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

HRID 423854ノート

反応式

HRID 423854 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 3161634-(Tert-butyl)-3-nitroaniline収率 77%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-103a88abc98846ad87cba2e9d6e5bb4b
出典データセット
uspto-grants-2012_01
特許番号
US08101767B2

反応ノート

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