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

HRID 2222754ノート

反応式

HRID 2222754 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d626d3f3e21f48b6bedb8173e6626d07
出典データセット
uspto-grants-2008_05
特許番号
US07371888B2

反応ノート

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