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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503082Generated: October 25, 2026

Isopropyl iodide → Travoprost

https://huagongshe.com/reaction/1503082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropyl iodideHCID 6362—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium BisulfateHCID 516919—
ReactantFluprostenolHCID 5311100—
SolventWaterHCID 962—
Solvent1,3-Dimethyl-2-imidazolidinoneHCID 6661—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductTravoprostHCID 5282226—

Reaction Conditions

Temperature45 °C

Reaction Steps

463 g of Travoprost acid is dissolved in 2.3 L of 1,3-dimethylimidazolidinone (DMI), and 420 g of K2CO3 and 300 ml of isopropyl iodide are added. The reaction mixture is stirred at 45° C. After the completion of the reaction NaHSO4 solution, water, hexane and ethyl acetate are added. The mixture is shaken, then the phases are separated and the lower, aqueous phase is extracted with hexane:ethyl acetate mixture. The united organic phase is washed with water, dried over Na2SO4, the drying material is filtered off and the solution is evaporated. The product is purified by chromatography on silica gel, using diisopropyl ether, acetone, dichloromethane, isopropanol mixture as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212125B2
Source datasetuspto-grants-2015_12
ORD IDord-bfd80c5b9d184c33874a0c9acec38fda
Source noteuspto-grants-2015_12