Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → (E,E)-3,3'-(4-Hydroxy-1,3-phenylene)bis-2-propenoic Acid Dimethyl Ester

HRID 328008노트

반응식

HRID 328008 반응식
[CH:1]([C:3]1[CH:10]=[C:7]([CH:8]=O)[C:6]([OH:11])=[CH:5][CH:4]=1)=O.C1(P(=[CH:31][C:32]([O:34][CH3:35])=[O:33])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1(C)C=CC=CC=1>[CH3:35][O:34][C:32](=[O:33])/[CH:31]=[CH:1]/[C:3]1[CH:4]=[CH:5][C:6]([OH:11])=[C:7](/[CH:8]=[CH:31]/[C:32]([O:34][CH3:35])=[O:33])[CH:10]=1

참가 물질

4

반응물 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 1651064-Hydroxyisophthalaldehyde

생성물 1

HCID 10706586(E,E)-3,3'-(4-Hydroxy-1,3-phenylene)bis-2-propenoic Acid Dimethyl Ester수율 92.5%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 5.0 g (33.3 mmol) of 5-formylsalicylaldehyde and 24.5 g (73.3 mmol) of methyl (triphenyl phosphoranylidene)acetate, in 150 mL of toluene was stirred and refluxed for 2.5 hr and then kept at room temperature overnight. The solvent was removed in vacuo and the solid residue was flash-chromatographed on silica gel. There was obtained 8.07 g (92.5%) of the title compound as a colorless solid.

후처리

  1. temperaturerefluxed for 2.5 hr
  2. customThe solvent was removed in vacuo
  3. customthe solid residue was flash-chromatographed on silica gel

출처 및 근거

ORD 기록
ord-271eb7ad8070462a9b6ed5dd886a484b
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05273999

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