ChemicalBook CAS DataBase List Dehydrocholic acid

Dehydrocholic acid synthesis

8synthesis methods

Product Name:Dehydrocholic acid
CAS Number:81-23-2
Molecular formula:C24H34O5
Molecular Weight:402.53

81-25-4 Synthesis

81-25-4
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$5.00/100mg

81-23-2
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$25.00/1g

Yield:81-23-2 95%

Reaction Conditions:

with sodium bromate;ammonium cerium (IV) nitrate in water;acetonitrile at 80; for 3 h;Green chemistry;Temperature;

Steps:

General Procedure
General procedure: An aqueous solution of 0.2 M NaBrO₃ (1.5 equiv. per hydroxy group) was added dropwise to a slurry of bile acid (1 equiv.) and ceric ammonium nitrate (0.05 equiv.) in 20% aqueous acetonitrile (0.2 M) at 80°C over 20 min. The bile acid slowly dissolved in a few minutes, and then the color of the reaction mixture changed to orange. The reaction mixture was stirred at the same temperature and the progress of the reaction was monitored by TLC on silica gel (1:20 MeOH-CH₂Cl₂) until disappearance of the starting material and partially oxidized intermediates. It was then cooled in an ice bath and quenched with aqueous Na₂S₂O₃ solution. Water was added slowly to the resulting white suspension until no more oxo-bile acid precipitated. The white solid was collected, washed with water until the filtrate was colorless, and then dried in vacuo at 50°C.

References:

Han, Young Taek;Yun, Hwayoung [Organic Preparations and Procedures International,2016,vol. 48,# 1,p. 55 - 61]

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71883-64-2 Synthesis