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Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → methyl(E)-3-(3-fluoro-4-hydroxyphenyl)acrylate

HRID 250834
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인쇄 미리보기

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HRID 250834 반응식
C1(P(=[CH:20][C:21]([O:23][CH3:24])=[O:22])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:25][C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][C:33]=1[OH:34])[CH:29]=O>C1(C)C=CC=CC=1.O>[F:25][C:26]1[CH:27]=[C:28](/[CH:29]=[CH:20]/[C:21]([O:23][CH3:24])=[O:22])[CH:31]=[CH:32][C:33]=1[OH:34]
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참가 물질

5

반응물 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 5872503-Fluoro-4-hydroxybenzaldehyde

생성물 1

HCID 67273036methyl(E)-3-(3-fluoro-4-hydroxyphenyl)acrylate수율 78%

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

13.1 g (0.039 mol, 2.2 eq) of methyl (triphenylphosphoranylidene)acetate are added to a solution of 2.5 g (0.0178 mol, 1 eq) of 3-fluoro-4-hydroxybenzaldehyde in 30 ml of toluene. The reaction mixture is heated at 80° C. for 2 hours. The reaction medium is hydrolyzed in water and extracted with ethyl acetate. The organic phases are combined, washed with water and dried over sodium sulfate. The solvent is evaporated off and the oil obtained is chromatographed on silica gel (70/30 heptane/ethyl acetate). 2.7 g of methyl (E)-3-(3-fluoro-4-hydroxyphenyl)acrylate are obtained in solid form. Yield=78%

후처리

  1. extractionextracted with ethyl acetate
  2. washwashed with water
  3. dry with materialdried over sodium sulfate
  4. customThe solvent is evaporated off
  5. customthe oil obtained
  6. customis chromatographed on silica gel (70/30 heptane/ethyl acetate)

출처 및 근거

ORD 기록
ord-fdc3e6ec1a6d4b1584942ea9e128b919
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07863332B2

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