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

HRID 1766344노트

반응식

HRID 1766344 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7f00199965414111ab6ff77f03a05067
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07230017B2

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