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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2210585Generated: November 1, 2026

Trimethylsilylacetylene → HCID 19379151, compound

https://huagongshe.com/reaction/2210585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantMethyl 4-acetamido-5-chloro-2-hydroxy-3-iodobenzoateHCID 11036030—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTriethylamineHCID 8471—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 19379151HCID 19379151—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of methyl 3-iodo-4-acetamido-5-chlorosalicylate (2 g) in distilled Et3N (60 ml) and dioxane (40 ml), trimethylsilylacetylene (1 ml), CuI (23 mg), and PdCl2 (PPh3)2 (152 mg) were added. The reaction mixture was stirred at 40° C. for 1.5 hours, after which time the solvents were removed in vacuo. A sample of the residue was purified by column chromatography for analytical purposes eluting with diethyl ether/hexane mixtures to yield the intermediate methyl 3-trimethylsilylethynyl-4-acetamido-5-chloro-salic ylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05459161
Source datasetuspto-grants-1995_10
ORD IDord-80bef94b178c4672ba111c1bdedf94da
Source noteuspto-grants-1995_10