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

HRID 358874노트

반응식

HRID 358874 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 27752772,4,5-Trifluoro-3-methoxyaniline수율 77.4%

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d7b7c9bd9f3147648bc300f2aafa4c18
출처 데이터셋
uspto-grants-1991_03
특허 번호
US04997943

반응 노트

불러오는 중…