Water → methyl(Z)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-methoxy-but-2-enoate

HRID 1641348Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1641348
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].Cl[CH2:14][C:15]([O:21][CH3:22])=[CH:16][C:17]([O:19][CH3:20])=[O:18].O>CN(C=O)C>[O:6]=[C:4]1[C:3]2[C:2](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:1](=[O:11])[N:5]1[CH2:14]/[C:15](/[O:21][CH3:22])=[CH:16]/[C:17]([O:19][CH3:20])=[O:18]

Komponenten

5

Edukt 3

HCID 962WaterHCID 5838182-Butenoic acid, 4-chloro-3-methoxy-, methyl esterHCID 24194345Phthalimide potassium salt

Produkt 1

HCID 59708416methyl(Z)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-methoxy-but-2-enoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

18.5 potassium phthalimide are suspended in 50 ml DMF, the mixture is heated to 60° C. and 16.5 g methyl 4-chloro-3-methoxy-but-2-enoate in 50 ml DMF are added. After 2 days the reaction mixture is poured into 500 ml of water. The precipitate formed is suction filtered and washed with water. The residue is dissolved in ethyl acetate, dried and the solution is evaporated to dryness. The residue is triturated with ether. 21.77 g of the product are obtained as a powder.

Aufarbeitung

  1. customThe precipitate formed
  2. filtrationfiltered
  3. washwashed with water
  4. dissolutionThe residue is dissolved in ethyl acetate
  5. customdried
  6. customthe solution is evaporated to dryness
  7. customThe residue is triturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-d767c52409534ba89000dbb4f4d3c448
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08114878B2

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