Hydrochloric Acid → HCID 86738631, compound

Participants

Reaction Steps

In a three-necked (round bottom) flask, 7α-hydroxy-3,12-diketo-5β-cholanic acid (3 g) obtained in the above examples was dissolved in pyridine (70 ml) and added thereto tosyl chloride (1 mol). The resulting mixture was reacted at 0° C. for 1 hour and then, refluxed for 5 hours. After reflux, 3 N aqueous hydrochloric acid was added and the reaction mixture was extracted with ether (100 ml). Ether was distilled off from the extract under a reduced pressure to give Δ6 - and/or Δ7 -3,12-diketo-cholenic acid (2.5 g). The resultant (2 g) was dissolved in 1 N aqueous sodium hydroxide (10 ml) and added thereto Raney nickel (0.1 g). After addition of hydrogen (0.01 mol), the mixture was reacted overnight to obtain 3α,12α-dihydroxy-5β-cholanic acid (deoxycholic acid) and 3α,12α-dihydroxy-5β-cholanic acid (yield: 90%).

Provenance & Evidence