Sulfuric Acid → 2,4,5-Trifluoro-3-methoxyaniline

HRID 358874ノート

反応式

HRID 358874 の反応式
S(=O)(=O)(O)O.[NH2:6][C:7]1[C:14]([F:15])=[C:13]([O:16][CH3:17])[C:12]([F:18])=[C:11]([F:19])[C:8]=1C#N.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:17][O:16][C:13]1[C:14]([F:15])=[C:7]([CH:8]=[C:11]([F:19])[C:12]=1[F:18])[NH2:6]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 11430Potassium CarbonateHCID 144572682-Amino-3,5,6-trifluoro-4-methoxybenzonitrile

生成物 1

HCID 27752772,4,5-Trifluoro-3-methoxyaniline収率 77.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
100 °C

実験手順

50 ml of water and 200 ml of concentrated sulfuric acid were added to 84.4 g (0.42 mole) of 2-amino-4-methoxy-3,5,6-trifluorobenzonitrile (XX) [prepared as described in Step (E2) above]. The mixture was then stirred at 100° C. for 1 hour, after which 150 ml of water were added thereto, and the mixture was stirred at 110°-120° C. for a further 2 hours. The reaction mixture was then allowed to stand to cool to room temperature, after which it was poured into ice-water and neutralized with potassium carbonate. The crystalline substance which precipitated was extracted with ethyl acetate; the extract was washed with water and dried over anhydrous sodium sulfate; and the solvent was removed by evaporation under reduced pressure to afford 57.6 g of 3-methoxy-2,4,5-trifluoroaniline (XXIII) as colorless needles melting at 45°-47° C.

後処理

  1. stirringthe mixture was stirred at 110°-120° C. for a further 2 hours
  2. temperatureto cool to room temperature
  3. customThe crystalline substance which precipitated
  4. extractionwas extracted with ethyl acetate
  5. washthe extract was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. customand the solvent was removed by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-d7b7c9bd9f3147648bc300f2aafa4c18
出典データセット
uspto-grants-1991_03
特許番号
US04997943

反応ノート

読み込み中…