Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → 3-(2-Propyl-4-trifluoromethyl-phenyl)-acrylic acid methyl ester

HRID 1042469노트

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HRID 1042469 반응식
[CH2:1]([C:4]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:5]=1[CH:6]=O)[CH2:2][CH3:3].C1(P(=[CH:35][C:36]([O:38][CH3:39])=[O:37])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1(C)C=CC=CC=1.CCOC(C)=O>[CH3:39][O:38][C:36](=[O:37])[CH:35]=[CH:6][C:5]1[CH:8]=[CH:9][C:10]([C:12]([F:15])([F:14])[F:13])=[CH:11][C:4]=1[CH2:1][CH2:2][CH3:3]

참가 물질

5

반응물 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 866499632-Propyl-4-trifluoromethyl-benzaldehyde

생성물 1

HCID 668554943-(2-Propyl-4-trifluoromethyl-phenyl)-acrylic acid methyl ester수율 96%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

To a solution of the aldehyde obtained above in toluene was added methyl (triphenylphosphoranylidene)acetate (285 mg, 0.85 mmol), and the resulting mixture was heated at 80° C. for 3 hrs. The reaction mixture was diluted with EtOAc, and washed with water and brine. The organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure. The resulting residue was purified by column chromatography (Hex/EtOAc=4/1) to give the title compound (220 mg, 96%).

후처리

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried over anhydrous MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was purified by column chromatography (Hex/EtOAc=4/1)

출처 및 근거

ORD 기록
ord-ab74fa64694644068e6188e1e86daa14
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08557872B2

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