Ethanol → 3-(3-Trifluoromethylphenyl)-2-(4-trifluoromethylphenyl)-propionic acid

HRID 2222754노트

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HRID 2222754 반응식
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5](/[CH:9]=[C:10](/[C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)\[C:11]([OH:13])=[O:12])[CH:6]=[CH:7][CH:8]=1.C(O)C.C([O-])=O.[NH4+].C(OCC)(=O)C>[Pd].C(O)(=O)C>[F:1][C:2]([F:24])([F:25])[C:3]1[CH:4]=[C:5]([CH2:9][CH:10]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:22])([F:23])[F:21])=[CH:16][CH:15]=2)[C:11]([OH:13])=[O:12])[CH:6]=[CH:7][CH:8]=1

참가 물질

7

반응물 4

HCID 702EthanolHCID 8857Ethyl AcetateHCID 2723923Ammonium formateHCID 25259650Z-3-(3-trifluoromethylphenyl)-2-(4-trifluoromethylphenyl)-acrylic acid

생성물 1

HCID 252596513-(3-Trifluoromethylphenyl)-2-(4-trifluoromethylphenyl)-propionic acid수율 124%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid용매

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온도
80 °C

실험 절차

A three neck, one liter round bottom flask equipped with condenser, thermometer, nitrogen line and magnetic stirrer was charged with Z-3-(3-trifluoromethylphenyl)-2-(4-trifluoromethylphenyl)-acrylic acid (103, 2.28 g, 6.3 mmol), ethanol (104 mL), palladium black (101.1 mg) and ammonium formate (1.608 g, 25.5 mmol). The reaction mixture was heated to 80° C. for 4 hours. An aliquot was taken and TLC (solvent system was 20% ethyl acetate in hexanes with an acetic acid spike) showed absence of starting material. The solution was cooled to room temperature and vacuum filtered using a glass frit funnel. The solution was concentrated by rotary evaporation and high vaccum, yielding 3-(3-trifluoromethylphenyl)-2-(4-trifluoromethylphenyl)-propionic acid (2.83 g) 105.

후처리

  1. customA three neck, one liter round bottom flask equipped with condenser
  2. temperatureThe solution was cooled to room temperature
  3. filtrationvacuum filtered
  4. concentrationThe solution was concentrated by rotary evaporation and high vaccum

출처 및 근거

ORD 기록
ord-d626d3f3e21f48b6bedb8173e6626d07
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07371888B2

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