Reaktion #1281645

ord-bb5ca7f822ed429d908c608c418acf95

Reaktionsgleichung

O
water
O=C([O-])[O-].[K+].[K+]
K2CO3
COc1ccc(-c2coc3c(C)c(O)ccc3c2=O)cc1OC
7-Hydroxy-8-methyl-3-(3,4-dimethoxyphenyl)
COc1ccc(-c2coc3c(C)c(O)ccc3c2=O)cc1OC
7-Hydroxy-8-methyl-3-(3,4-dimethoxyphenyl)-4H-1-benzopyran-4-one
BrCC1CO1
epibromhydrine
COc1ccc(-c2coc3c(C)c(OCC4CO4)ccc3c2=O)cc1OC
7-(2,3-epoxypropoxy)-8-methyl-3-(3,4-dimethoxyphenyl)-4H-1-benzopyran-4-one

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter heating for 5 h at 60°
  2. 2
    Filtrationthe precipitated product is filtered off
  3. 3
    Sonstigerecrystallized from ethanol
  4. 4
    SonstigeThe product is dried in vacuo to constant weight

Vorschrift

7-Hydroxy-8-methyl-3-(3,4-dimethoxyphenyl)-4H-1-benzoyran-4-one [see example 12] (3.12 g) is dissolved in dimethylformamide (15 ml) and K2CO3 (3.5 g) is added to the solution. While stirring, epibromhydrine (2.47 g) is dropped into the mixture. After heating for 5 h at 60°, the content of the reaction flask is poured into water (500 ml) and the precipitated product is filtered off and recrystallized from ethanol. The product is dried in vacuo to constant weight to yield 7-(2,3-epoxypropoxy)-8-methyl-3-(3,4-dimethoxyphenyl)-4H-1-benzopyran-4-one, m.p. 214°.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04814346uspto-grants-1989_03