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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814134Generated: November 2, 2026

Water → HCID 22504411, compound

https://huagongshe.com/reaction/1814134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPropargyl alcoholHCID 7859—
ReactantTriethylamineHCID 8471—
ReactantHCID 22504391HCID 22504391—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 22504411HCID 2250441188.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of the compound obtained in Example 34 (2) (440 mg) in dioxane (10 ml), 2-propyn-1-ol (168 mg), bistriphenylphosphine palladium dichloride (72 mg), copper(I) iodide (38 mg) and triethylamine (304 mg) were added successively and the mixture was stirred in a sealed tube at 70° C. for 2 hours. After cooling, the reaction solution was poured into water, and the mixture was extracted with chloroform, dried over anhydrous magnesium sulfate, filtered and concentrated. The resulting residue was separated using silica gel column chromatography (chloroform:methanol=10:1) to obtain 347 mg (88.9%) of the desired product as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06875770B2
Source datasetuspto-grants-2005_04
ORD IDord-3bda03a192024d668582fca83a32866a
Source noteuspto-grants-2005_04