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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 129616Generated: October 27, 2026

Triethylamine → Ethyl 4-[2-(4,4-dibutylthiochroman-6-yl)-ethyn-1-yl]benzoate

https://huagongshe.com/reaction/129616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl6-iodonicotinoateHCID 10891136—
Reactant(4,4-Dibutylthiochroman-6-yl)acetyleneHCID 15895302—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
ProductEthyl 4-[2-(4,4-dibutylthiochroman-6-yl)-ethyn-1-yl]benzoateHCID 15296880—

Reaction Conditions

Temperature55 °C

Reaction Steps

A mixture of 0.234 g (0.82 mmol) of (4,4-dibutylthiochroman-6-yl)acetylene (Compound 35), 21 mg (0.11 mmol) of copper (I) iodide, and 1.45 g (14 mmol) of triethylamine were degassed with argon for 15 min. To the suspension was added 0.49 g (1.8 mmol) of ethyl 4-iodobenzoate (Compound 21) and then 0.065 g (0.09 mmol) of bis(triphenyliphosphine)palladium (II) chloride. The suspension was degassed with argon for an additional 5 minutes, the tube was sealed and the mixture stirred at 55° C. for 20 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05468879
Source datasetuspto-grants-1995_11
ORD IDord-e69551b5fcd0496aa84a521baa3d08a8
Source noteuspto-grants-1995_11