Acetic Acid → Ethyl-3-{[3-(trifluoromethyl)phenyl]amino}-2-butenoate

HRID 1766344ノート

反応式

HRID 1766344 の反応式
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].[C:12]([O:18][CH2:19][CH3:20])(=[O:17])[CH2:13][C:14]([CH3:16])=O.O.S([O-])([O-])(=O)=O.[Mg+2].C(O)(=O)C>C(O)C>[CH2:19]([O:18][C:12](=[O:17])[CH:13]=[C:14]([NH:6][C:5]1[CH:7]=[CH:8][CH:9]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=1)[CH3:16])[CH3:20]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 73753-(Trifluoromethyl)anilineHCID 8868Ethyl AcetoacetateHCID 16211255Kieserite

生成物 1

HCID 68427624Ethyl-3-{[3-(trifluoromethyl)phenyl]amino}-2-butenoate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

3-Trifluoromethylaniline (2.50 g, 15.5 mmol) and ethyl acetoacetate (2.32 g, 17.8 mmol) are dissolved in absolute ethanol in a 500 ml round bottom flask equipped with a stir bar and a reflux condenser. Magnesium sulphate monohydrate (2.58 g, 18.6 mmol) and glacial acetic acid (14 mg, 0.23 mmol) are added. The suspension is stirred rigorously at reflux for 16 hours under an argon atmosphere. The crude reaction mixture is cooled to room temperature, filtered and concentrated in vacuo to give an oil. The oil is chromatographed over silica gel with cyclohexane/ethyl acetate mixtures as eluent to yield a pale yellow oil which is analytically pure.

後処理

  1. customequipped with a stir bar and a reflux condenser
  2. temperatureat reflux for 16 hours under an argon atmosphere
  3. customThe crude reaction mixture
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customto give an oil
  7. customThe oil is chromatographed over silica gel with cyclohexane/ethyl acetate
  8. customto yield a pale yellow oil which

出典と根拠

ORDレコード
ord-7f00199965414111ab6ff77f03a05067
出典データセット
uspto-grants-2007_06
特許番号
US07230017B2

反応ノート

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