Sulfuric Acid → HCID 20308038, compound

Participants

Reaction Steps

To a mixture of 11.7 g (0.05 mole) of 1,2,3,4,4a,9,10,-10a-octahydrophenanthrene-2-carboxylic acid, 80 ml of conc. H2SO4 and 200 ml of CHCl3 is added with stirring at 50°-60° 3.64 g of sodium azide in small portions. After completed addition, heating at 50° is continued for 1 hr longer, the the mixture poured onto ice and then rendered alkaline with caustic. The product is extracted into CHCl3, dried and freed of solvent to give about 9 g of 2-amino-1,2,3,4,4a,-9,10,10a-octahydrophenanthrene, which is subjected to a Birch reduction as per Example 1E and then reacted with hydrogen peroxide in the presence of formic acid as per Example 1F to form the title compound.

Provenance & Evidence