Reaktion #355397

Reaktionsgleichung

Water

2-nitrobezaldehyde

5-methyl-1,3-cyclohexane-dione

hydrogen chloride

→

7-chloro-3-methyl-10-hydroxy-1-oxo-1,2,3,4-tetrahydro-9(10H)-acridone

Lösungsmittel

tetrahydrofurane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe oily layer was separated
2. 2
   SonstigeThe crystals that had formed
3. 3
   Filtrationwere filtered off
4. 4
   Waschenwashed with methanol
5. 5
   workup.DISSOLUTIONdissolved
6. 6
   Sonstigerecrystallized from glacial acetic acid

Vorschrift

30.2 g (0.2 mole) of 2-nitrobezaldehyde and 25.2 g (0.2 mole) of 5-methyl-1,3-cyclohexane-dione were dissolved in 300 ml of tetrahydrofurane, the solution was saturated at 18° C with hydrogen chloride and allowed to stand for 4 days at room temperature. Water was added, the oily layer was separated and stirred with methanol. The crystals that had formed were filtered off, washed with methanol and dissolved and recrystallized from glacial acetic acid. 9.5 g (17 % of the theory) of 7-chloro-3-methyl-10-hydroxy-1-oxo-1,2,3,4-tetrahydro-9(10H)-acridone having a decomposition point of 255° C were obtained.

Quelle