Ethyl formate → 1-benzyl1,5,6,7-tetrahydro-5-hydroxymethylene 4H-indazol-4-one

참여 물질

반응 단계

A mixture of 7.8 grams of 1-benzyl-1,5,6,7-tetrahydro-4H-indazol-4-one, 2.8 grams of sodium hydride (60% suspension in mineral oil), 10 ml of ethyl formate, 2 drops of ethanol and 100 ml of tetrahydrofuran was stirred at reflux for 1 hour and then cooled. Water (300 ml) and 100 ml of ethyl ether were added and the mixture was stirred briefly. The layers were separated and the aqueous layer was washed with ethyl ether and acidified with concentrated hydrochloric acid to a pH of about 4. The resulting slurry was extracted several times with dichloromethane and the combined organic extracts were dried over magnesium sulfate and concentrated under reduced pressure to give 1-benzyl1,5,6,7-tetrahydro-5-hydroxymethylene 4H-indazol-4-one as an amber oil.

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