19-CARBOXYANDROST-4-ENE-3,17-DIONE synthesis

Yield:4757-95-3 93%

Reaction Conditions:

with sodium chlorite;sodium dihydrogenphosphate in water;tert-butyl alcohol at 20; for 2.5 h;Solvent;

Steps:

4

The second step, 100ml three-necked bottle to join19-formyl-4-androstene-3,17-dione, 10 g,2-methyl-2-butene (35 ml)Tert-butanol 60 ml,A solution of 80 g of sodium chlorite 7.5 g, 50 ml of water and 6.5 g of sodium dihydrogenphosphate was added dropwise under stirring at room temperature, and the reaction was continued.TLC followed the reaction to complete the reaction, about 2.5 hours.Dropping 10% sodium hydroxide solution to adjust the pH to 8-9, vacuum distillation solvent,Add water 200ml, extracted twice with methylene chloride (50ml × 2),The aqueous layer was adjusted to pH = 2 with 10% hydrochloric acid, extracted with methylene chloride (80 ml x 3)The methylene chloride layers were combined, washed with saturated brine, partitioned, the organic layer was dried over anhydrous sodium sulfate,The solvent was evaporated under vacuum and evaporated to give 9.8 g of a white solid in 93% yield.

References:

CN104788524,2016,B Location in patent:Paragraph 0038