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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1580251Generated: November 4, 2026

Water → 2-Formyl-3-hydroxy-5-oxocyclopent-1-eneheptanoic acid

https://huagongshe.com/reaction/1580251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium periodateHCID 23667635—
Reactant3-Hydroxy-5-oxo-2-styrylcyclopent-1-eneheptanoic acidHCID 68135699—
CatalystOsmium TetroxideHCID 30318—
Solvent1,4-DioxaneHCID 31275—
Product2-Formyl-3-hydroxy-5-oxocyclopent-1-eneheptanoic acidHCID 20544510—

Reaction Steps

A mixture consisting of 13 parts of dl- 3-hydroxy-5-oxo-2-styrylcyclopent-1-eneheptanoic acid, 17.8 parts of sodium periodate, 55 parts of water, 160 parts of dioxane and 2 parts of a 2% osmium tetroxide in dioxane solution is stirred under nitrogen at room temperature for about 4 hours. That reaction mixture is then extracted with ether and the ether layer is separated and extracted several times with 0.5% aqueous sodium chloride. The salt extracts are saturated with sodium chloride, then extracted with ether. The ether layer is separated, dried over anhydrous sodium sulfate, concentrated and dried under reduced pressure to afford dl- 2-formyl-3-hydroxy-5-oxocyclopent-1-eneheptanoic acid, characterized by an ultraviolet absorption maximum at about 228 millimicrons with a molecular extinction coefficient of about 10,100.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03932467
Source datasetuspto-grants-1976_01
ORD IDord-9fb2b877bb0f43cdad73820773a1f87f
Source noteuspto-grants-1976_01