Réaction #1135827

ord-e6eaf8571bb3450d95bbe1cc1c5ae318

Équation de réaction

COc1ccc(-c2coc3c(C)c(O)ccc3c2=O)cc1OC
3-(3,4-dimethoxy-phenyl)-7-hydroxy-8-methyl-chromen-4-one
CC(=O)OC(C)=O
acetic anhydride
COc1ccc(-c2coc3c(C)c(OC(C)=O)ccc3c2=O)cc1OC
acetic acid 3-(3,4-dimethoxy-phenyl)-8-methyl-4-oxo-4H-chromen-7-yl ester

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températureheated to reflux
  2. 2
    Températureof heating
  3. 3
    Autrea crystalline solid formed
  4. 4
    FiltrationThe solid was filtered
  5. 5
    Lavagerinsed with H2O (1 L)

Mode opératoire

3-(3,4-dimethoxy-phenyl)-7-hydroxy-8-methyl-chromen-4-one (9.82 g, 31 mmol), acetic anhydride (62 ml) and pyridine (6.2 ml) were combined in a round bottom flask and heated to reflux. The reaction was cooled to room temperature after 3 hours of heating, and a crystalline solid formed. The solid was filtered and rinsed with H2O (1 L). 1H NMR in d-CDCl3 indicated pale brown crystals was acetic acid 3-(3,4-dimethoxy-phenyl)-8-methyl-4-oxo-4H-chromen-7-yl ester in 90% purity (7.214 g, 71%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09381186B2uspto-grants-2016_07