Methyl Acrylate → 4-Cyano-4-(4-methoxy-dibenzofuran-1-yl)-heptane dioic acid dimethyl ester

HRID 2383974

Reaktionsgleichung

Reaktionsgleichung von HRID 2383974
[CH3:1][O:2][C:3]1[C:8]2[O:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[C:7]=2[C:6]([CH2:16][C:17]#[N:18])=[CH:5][CH:4]=1.[C:19]([O:23][CH3:24])(=[O:22])[CH:20]=[CH2:21]>C(#N)C.C(OCC)(=O)C>[CH3:24][O:23][C:19](=[O:22])[CH2:20][CH2:21][C:16]([C:17]#[N:18])([C:6]1[C:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[O:9][C:8]=2[C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[CH2:21][CH2:20][C:19]([O:23][CH3:24])=[O:22]

Komponenten

5

Edukt 2

HCID 7294Methyl AcrylateHCID 57431693(4-Methoxy-dibenzofuran-1-yl)-acetonitrile

Produkt 1

HCID 866358264-Cyano-4-(4-methoxy-dibenzofuran-1-yl)-heptane dioic acid dimethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6342AcetonitrileLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

To a solution of (4-methoxy-dibenzofuran-1-yl)-acetonitrile (7 g, 0.029 mol) in acetonitrile (200 ml), Triton B (2.7 ml, 0.0147 mol) was added under N2 at RT. The reaction mass was heated to reflux and at reflux temperature methyl acrylate (28.25 ml, 0.295 mol) was added drop wise. The reaction mass was stirred for 4 hrs at 90° C. Once the product is formed, the reaction mass was diluted with ethyl acetate and concentrated under vacuum. 4-cyano-4-(4-methoxy-dibenzofuran-1-yl)-heptane dioic acid dimethyl ester was isolated by column chromatography. Yield 8 g (65%)

Aufarbeitung

  1. temperatureThe reaction mass was heated
  2. temperatureto reflux
  3. additionwas added drop wise
  4. customOnce the product is formed
  5. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-3f01271ada97438894fb4a32eda6e978
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08263648B2

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