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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1280862Generated: October 26, 2026

Sulfuric Acid → 4-(7,12-Dihydroxy-3-methanesulfonyloxy-10,13-dimethylhexadecahydrocyclopenta[a]phenanthren-17-yl) pentanoic acid

https://huagongshe.com/reaction/1280862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantCholic AcidHCID 221493—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
Product4-(7,12-Dihydroxy-3-methanesulfonyloxy-10,13-dimethylhexadecahydrocyclopenta[a]phenanthren-17-yl) pentanoic acidHCID 18425131—

Reaction Steps

100 g of cholic acid are dissolved in 500 ml of pyridine and 23.1 ml of mesyl chloride are added dropwise over a period of 30 minutes at 0° C. The mixture is stirred at RT for 3 hours, then poured into a solution of 400 ml of H2SO4 in 3 l of water at 0° C. and extracted 4 times using 750 ml of EA each time. The extract is dried over Na2SO4 and the solvent is removed in vacuo. The residue is crystallized using diisopropyl ether and 117.1 g are obtained; m.p. 121° C. (with decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06451781B1
Source datasetuspto-grants-2002_09
ORD IDord-9cf26ad6bde54e74befc09eb17913f95
Source noteuspto-grants-2002_09