Huang Minion reduction s. Wolff-Kishner

J,19-cyclosteroids 19, 814 Horner synthesis 14, 877 Huang Minion reduction s. Wolff-Kishner Hydantoin dyes 19, 309 Hydantoins... 

Wolff-Kishner-Huang Minion reduction—Abnormal Wolff-Kishner reduction s. 16, 109... 

This mixture is the Huang Minion modification of the Wolff Kishner reaction. In the editor s experience it often leaps from the flask with sudden gas evolution. In addition to the expected nitrogen, at the operating temperature of around 200°C it is uncomfortably near the temperature of hydrogen evolution from glycol decomposition. The reduction proceeds much cooler in dimethyl sulfoxide or some of the alkoxyethanols as solvent. 

Huang Minion modification of the Wolff-Kishner reduction. A mixture of 2-pivalyl-l,3-indandione and diethylene glycol treated with hydrazine hydrate, gradually heated during 1 hr. to 150° in an open flask, excess KOH added, the temp, raised to 200° and kept there for 1 hr. l,4-dihydro-3-tert-butylindeno-[l,2-c]pyrazole. Y 91.9%. F. e., also isolation of intermediates, s. R. A. Braun and W. A. Mosher, Am. Soc. 80, 4919 (1958). 

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