Reaktion #3206

Reaktionsgleichung

sodium hydroxide

5,7-dimethyl-2H-3,1-benzoxazine-2,4(1H)-dione

→

title compound

Ausbeute 86.0%

Methyl 2-amino-4,6-dimethylbenzoate

Ausbeute 86.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturmaintained at that temperature for 45 min during which vigorous gas evolution
2. 2
   workup.DISSOLUTIONall solids dissolved completely
3. 3
   TemperaturThe solution was cooled
4. 4
   Einengenconcentrated
5. 5
   Sonstigea rotary evaporator
6. 6
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
7. 7
   Waschenthe ethyl acetate solution was washed with water
8. 8
   Sonstigedried (Na2 SO4)
9. 9
   Filtrationfiltered
10. 10
    Einengenconcentrated

Vorschrift

To a stirred solution of sodium hydroxide (0.013 g, 0.33 mM) in methanol (1.7 mL) was added 5,7-dimethyl-2H-3,1-benzoxazine-2,4(1H)-dione (0.67 g, 3.5 mM). The mixture was heated to 60° C. and maintained at that temperature for 45 min during which vigorous gas evolution ensued and all solids dissolved completely. The solution was cooled and concentrated using a rotary evaporator. The residue was dissolved in ethyl acetate, and the ethyl acetate solution was washed with water, dried (Na2 SO4), filtered and concentrated to provide the title compound (0.54 g, 86%) as a tan solid; MS(CI); 180 (M+H).

Quelle