Hydrochloric Acid → 3beta-hydroxy-4,4-dimethyl-5alpha-chola-8,14-dien-24-oic acid-N,N-dimethyl amide

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Reaction Steps

3β-tert-butyldimethylsilyloxy-4,4-dimethyl-5α-chola-8,14-dien-24 oic acid-N,N-dimethyl amide (0.10 g) is dissolved in 5 ml of ethanol, 0.2 ml of 6N hydrogen chloride is added and the mixture is stirred at room temperature the weekend over. The product is precipitated with 10 ml of water, filtered and recrystallized from ethanol/heptan to give the title compound (59 mg). M.p. 192-195° C. 1H-NMR (CDCl3, 400 MHz)): δ=5.36 (1H, s); 3.24 (1H, m); 3.02 (3H, s); 2.94 (3H, s). Molecular weight: Calculated: 427.7. Found (by mass spectroscopy): 427.4.

Provenance & Evidence