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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857160Generated: November 1, 2026

Triethylamine → HCID 86592825, compound

https://huagongshe.com/reaction/857160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-MethylphenylacetyleneHCID 136600—
ReactantHCID 86592826HCID 86592826—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDichloromethaneHCID 6344—
ProductHCID 86592825HCID 86592825—

Reaction Steps

Methyl[3,5-dibromo-4-(4-hydroxy-3-iodophenoxy)phenyl]propionate (17 mg), 3-tolylacetylene (20 mg) and bis(triphenylphosphine)palladium(II) chloride (2.0 mg), copper(I) iodide (1.0 mg) and triethylamine (1 mL) was stirred at reflux. After 2 hours, the reaction mixture was cooled down, dichloromethane was added and washed once with a saturated solution of aqueous ammonium chloride. The organic phase concentrated and the residue purified on column (silica gel, n-heptane/ethyl acetate 8:2), to give 19 mg of methyl {3,5-dibromo-4-[2-(3-tolyl)-5-benzofuranyloxy]phenyl}propionate as a pale yellow solid mass. 1H-NMR (270 MHz, Acetone-d6): δ 7.68 (s, 2H), 7.53 (dd, 1H), 7.36 (t, 2H), 7.21 (d, 2H), 6.89 (m, 2H), 3.64 (s, 3H), 2.98 (t, 2H), 2.74 (t, 2H), 2.40 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07144909B2
Source datasetuspto-grants-2006_12
ORD IDord-093a1d9cf1954763852e1fb517a920cf
Source noteuspto-grants-2006_12