Reaktion #3224

Reaktionsgleichung

water

6-bromo-4-ethyl-1H-indole-2,3-dione

monoperoxyphthalic acid

→

title compound

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

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeformed
2. 2
   SonstigeThe cooled reaction mixture
3. 3
   Filtrationthe resulting mixture was filtered
4. 4
   Sonstigeto separate (2.04 g, 73%) the title compound as a tan solid
5. 5
   SonstigeRecrystallization of a portion of this material from ethyl acetate/hexane

Vorschrift

A stirred solution of 6-bromo-4-ethyl-1H-indole-2,3-dione (2.64 g, 10.4 mM) and the hexahydrate magnesium salt of monoperoxyphthalic acid (80% pure, 3.54 g, 5.73 mM) in glacial acetic acid (30 mL) was stirred at 60° C. for 1 hr during which time a precipitate formed. The cooled reaction mixture was then poured into cold water and the resulting mixture was filtered to separate (2.04 g, 73%) the title compound as a tan solid. Recrystallization of a portion of this material from ethyl acetate/hexane provided an analytical sample of the title compound as off white crystals, mp 208.5°-210.5° C.; MS(CI): 270 (M+H).

Quelle