The Journal of Organic Chemistry

Formation of allenes on alkaline treatment of 3-nitroso-4, 5, 5-trialkyl-2-oxazolidones

MS Newman, V Lee

Index: Newman,M.S.; Lee,V. Journal of Organic Chemistry, 1973 , vol. 38, p. 2435 - 2438

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Abstract

On treatment of 3-nitroso-4-methyl-5, 5-pentamethylene-2-oxazolidone (3) with sodium 2- methoxyethoxide in 2-methoxyethanol, or with sodium methoxide in methanol,-15-20% yields of 1, l-pentamethyleneallene (4) are obtained, together with several other compounds. Similarly, 3-nitroso-4, 5, 5-trimethyl-2-oxazolidone (1 1) yields 6-701, 1, l-dimethylallene (13), and 3-nitroso-l, 5-dimethyl-5-tert-b~~ tyl-2-oxazolidone (12) yields l-methyl-1-tert- ...