Sodium ketyl of benzophenone

Dimethyl carbonate is available from Aldrich Chemical Company, Inc. The checkers dried the tetrahydrofuran Immediately before use by distillation from the sodium ketyl of benzophenone under a nitrogen atmosphere. The submitters purchased sodium hydride (50% oil dispersion) from Alfa Products, Morton/Thiokol, Inc. The checkers used 12.24 g of a 50% dispersion of sodium hydride in mineral oil obtained from the same supplier. The dispersion was washed with three portions of pentane to remove the mineral oil and the remaining sodium hydride was allowed to dry under nitrogen. 

Diethyl ether was dried by the submitters by refluxing over lithium aluminum hydride and was distilled immediately before use. The checkers distilled diethyl ether from the sodium ketyl of benzophenone before use. 

Ether was distilled from sodium ketyl of benzophenone. The dissolution of n-butyllithium in ether was slightly exothermic. 

Tetrahydrofuran was distilled from sodium ketyl of benzophenone. 

Tetrahydrofuran was purified by the submitters by distillation from the sodium ketyl of benzophenone. 

The submitters purified the tetrahydrofuran prior to use by distillation from lithium aluminum hydride. For a warning concerning potential hazards of this procedure, see Org. Syn., Coll. Vol. 5, 976 (1973). The checkers distilled the solvent from the sodium ketyl of benzophenone. 

Dimethyl malonate (98%) was obtained from Fluka Chemical Corp., and DMPU was purchased from Aldrich Chemical Company, Inc. DMPU was distilled from calcium hydride under reduced pressure and tetrahydrofuran was distilled from the sodium ketyl of benzophenone prior to use. The checkers employed dimethyl malonate obtained from Aldrich Chemical Company, Inc. 

Reagent-grade dioxane (2 1.) is heated to reflux with the sodium ketyl of benzophenone prepared from 10 g. of benzo-phenone and 1 g. of sodium until a deep blue solution results. If the color is not developed, another portion of benzophenone and sodium is added and the heating continued until the color persists. The peroxide-free dioxane is distilled from the flask and is used immediately. 

Sodium ketyl of Benzophenone Benzophenonc, radical ion (1-), sodium (8) Methanone, diphenyl-, radical ion (1-), sodium (9) (3463-17-0)... 

Sodium bisulfite, 55, 08, 71 Sodium borohydndc, 58, 33, 36 Sodium 2-butanethiolate, 58,148 Sodium hydride, 56, 20 Sodium hydrosulfite, 58, 45, 51 Sodium isopropylthiosulfate, 58, 147, 151 Sodium ketyl of benzophenone, 58, 27, 31 157... 

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