Potassium Nitrate → 4-tert-Butyl-1-fluoro-2-nitrobenzene

HRID 742339

反応式

HRID 742339 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:11])([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[N+:12]([O-])([O-:14])=[O:13].[K+]>S(=O)(=O)(O)O>[C:8]([C:5]1[CH:6]=[CH:7][C:2]([F:1])=[C:3]([N+:12]([O-:14])=[O:13])[CH:4]=1)([CH3:11])([CH3:10])[CH3:9]

参加物

4

反応物 2

HCID 24434Potassium NitrateHCID 1365401-(1,1-Dimethylethyl)-4-fluorobenzene

生成物 1

HCID 227418934-tert-Butyl-1-fluoro-2-nitrobenzene収率 58.6%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

1-Fluoro-4-t-butylbenzene (10 g, 65.79 mmol) was dissolved in concentrated sulfuric acid (40 ml) at 0° C. Solid potassium nitrate (6.64 g, 65.79 mmol) was added in small portions during 1 hour. The temperature was kept below 5° C. Following the addition stirring was continued for 2 hours. The reaction mixture was poured into ice-water (400 ml) and extracted with dichloromethane (3×50 ml). The organic phase was washed with water, aqueous sodium bicarbonate (1M) and water successively, dried over MgSO4 and filtered through silica gel (5 g). Evaporation of solvent left the crude product (10.32 g). Column chromatography on silica gel using petroleum ether containing 1% dichloromethane as the eluent afforded the pure product (7.6 g colorless oil).

後処理

  1. customwas kept below 5° C
  2. additionthe addition
  3. extractionextracted with dichloromethane (3×50 ml)
  4. washThe organic phase was washed with water, aqueous sodium bicarbonate (1M) and water successively
  5. dry with materialdried over MgSO4
  6. filtrationfiltered through silica gel (5 g)
  7. customEvaporation of solvent
  8. waitleft the crude product (10.32 g)

出典と根拠

ORDレコード
ord-cbba43a27d6b4d208a3824f53c01bab3
出典データセット
uspto-grants-1996_09
特許番号
US05554630

関連ノート

読み込み中…