Reaktion #346908

Reaktionsgleichung

ethyl 4-cyano-6,7-dihydro-1,3-dimethyl-1H-indazole-5-carboxylate

o-chloranil

→

title product

Ausbeute 47.3%

Ethyl 4-cyano-1,3-dimethyl-1H-indazole-5-carboxylate

Ausbeute 47.3%

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux temperature
2. 2
   Temperaturcooled
3. 3
   Filtrationfiltered
4. 4
   EinengenThe filtrate is concentrated in vacuo
5. 5
   Filtrationfiltered through two pads of neutral alumina
6. 6
   Sonstigeevaporated to dryness
7. 7
   Sonstigeto afford a yellow solid
8. 8
   SonstigeRecrystallization from ethyl acetate

Vorschrift

A mixture of ethyl 4-cyano-6,7-dihydro-1,3-dimethyl-1H-indazole-5-carboxylate (13.5 g, 55.0 mmol), o-chloranil (16.3 g, 66.0 mmol) and dry benzene is stirred for 1.5 hours at reflux temperature, cooled and filtered. The filtrate is concentrated in vacuo, filtered through two pads of neutral alumina and evaporated to dryness to afford a yellow solid. Recrystallization from ethyl acetate affords the title product (6.33 g, 47.2%), mp 170°-175.5° C.

Quelle