Yellow ammonium sulfide was prepared according to the directions of Willgerodt and Merk. Concentrated ammonium hydroxide (200 cc.) was saturated at
room temperature with hydrogen sulfide. To the solution, which weighed 244 g., there was added 24.4 g. of sulfur, which was stirred into solution.
Phenylacetone was prepared by the method used by Baker for 1-anisyl-2-butanone. The same material was also prepared much more easily by the method of
Magidson and Garkusha. When the preparation was carried out on a scale four times as large as reported by Magidson and Garkusha there was obtained, in
addition to phenylacetone, b. p. 88-92 degrees (6 rnm.), 37 g. of a fraction, b. 2. 171-179 degrees (6 mm.), which gave an oxime, m. p. 119-122 . The
oxime of s-diphenylacetone is variously reported to melt from 118 to 125 degrees. Phenylmethylcarbinol was prepared by aluminum isopropoxide reduction
of acetophenone, by the procedure of Lund; the product boiled at 77-81 degrees (5 mm.). The styrene used was Eastman Kodak Co. White Label material.
Styrene and Ammonium Polysulfide.-Styrene (3.0 g.) and ammonium polysulfide (15 g.) were heated four hours at 210 +- 5 degrees C in a pressure tube.
The crude product, isolated as above, weighed 1.64 g. (49% yield, crude) ; after recrystallization from water it melted at 156-157", undepressed
when mixed with an authentic sample of phenylacetamide. |
