tion of 50 ml. of water, 9.0 g. of silver oxide, and 4.5 g. of bicyclo [4.4.0 ]decane-l-thianium bromide.A 3.5-g. sample of the hydroxide was heated for 6 hr. at 150°. The product was taken up in hexane, the solution was dried and freed of solvent. Distillation of the residual oil gave a mobile, colorless liquid, b.p. 100°( 15 mm.), believed to be 2-{3-butenyl)tetrahydrothio,pyran.

Codeine has been transformed to an analog IX of phenazocine incorporating the 4,5-oxygen bridge originally present in the parent alkaloid. The analgesic activity of IX was found to be approximately twice that of morphine.

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