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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1076079Generated: November 1, 2026

Hydrochloric Acid → 9-Oxo-15S-hydroxy-5Z,8(12),13E,17Z-prostatetraenoic acid

https://huagongshe.com/reaction/1076079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium HydroxideHCID 14797—
ReactantProstaglandin E3HCID 5280937—
SolventEthanolHCID 702—
Product9-Oxo-15S-hydroxy-5Z,8(12),13E,17Z-prostatetraenoic acidHCID 5283113—

Reaction Conditions

Temperature10 °C

Reaction Steps

A solution of racemic PGE3 (200 mg.) in 100 ml. of 50% aqueous ethanol containing 10 grams of potassium hydroxide is kept at 25° C. for 10 hours under notrogen. Then, the solution is cooled to 10° C. and neutralized by addition of 3 normal hydrochloric acid at 10° C. The resulting solution is extracted repeatedly with ethyl acetate, and the combined ethyl acetate extracts are washed with water and then with saturated aqueous sodium chloride solution, dried, and evaporated to give racemic PGB3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03954851
Source datasetuspto-grants-1976_05
ORD IDord-03f36092e84743d7891e50c35a0a07d0
Source noteuspto-grants-1976_05