Dichloromethane → 1,2-Dimethoxy-4-(2-propenyl)-5-(2-cyano-3-methoxy-2-propenyl)benzene

HRID 26668

Reaktionsgleichung

Reaktionsgleichung von HRID 26668
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:11][CH:12]=[CH2:13])=[CH:7][C:8]=1[O:9][CH3:10].CO[CH:16]([O:21][CH3:22])[C:17](=[CH2:20])[C:18]#[N:19].C(Cl)Cl>CCOCC>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:20][C:17]([C:18]#[N:19])=[CH:16][O:21][CH3:22])[C:6]([CH2:11][CH:12]=[CH2:13])=[CH:7][C:8]=1[O:9][CH3:10]

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 7127MethyleugenolHCID 124234392-Dimethoxymethylacrylonitrile

Produkt 1

HCID 544449171,2-Dimethoxy-4-(2-propenyl)-5-(2-cyano-3-methoxy-2-propenyl)benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 10 g. of methyl eugenol and 8.1 of 2-dimethoxymethylacrylonitrile in 200 ml. of dry methylene chloride was added 1.97 ml. of stannic chloride. After stirring for 5 hours at room temperature, 300 ml. of ether was added and the mixture washed with a 5% sodium bicarbonate solution (until basic). The organic layer was dried (MgSO4) and the solvent removed under reduced pressure. The residue was triturated with ether to give 1,2-dimethoxy-4-(2-propenyl)-5-(2-cyano-3-methoxy-2-propenyl)benzene, m.p. 77°-79°.

Aufarbeitung

  1. washthe mixture washed with a 5% sodium bicarbonate solution (until basic)
  2. dry with materialThe organic layer was dried (MgSO4)
  3. customthe solvent removed under reduced pressure
  4. customThe residue was triturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-d20f91fbec73405ebb3c4a493e7b805a
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04151196

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