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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2076682Generated: October 31, 2026

Butylamine → HCID 86241403, compound

https://huagongshe.com/reaction/2076682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButylamineHCID 8007—
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantMethyl 4-bromo-2-iodobenzeneacetateHCID 86241402—
CatalystTriphenylphosphineHCID 11776—
CatalystCopper iodideHCID 83717—
Catalystpalladium(II) acetateHCID 167845—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86241403HCID 86241403118.1%

Reaction Steps

Trimethylsilylacetylene (0.319 ml, 2.25 mmol), palladium acetate (12 mg, 56.3 μmol), triphenylphosphine (30 mg, 0.113 mmol), n-butylamine (0.334 ml, 3.38 mmol) and copper iodide (43 mg, 0.225 mmol) were added to a solution of methyl (4-bromo-2-iodophenyl)acetate (400 mg, 1.13 mmol) obtained in Example (85-1) in tetrahydrofuran (6 ml), and the mixture was stirred at room temperature for 3 hours. The solvent was removed under reduced pressure and the obtained residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate=15/1) to give crude methyl (4-bromo-2-trimethylsilanylethynylphenyl)acetate (434 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07923573B2
Source datasetuspto-grants-2011_04
ORD IDord-12f5cc443ff341ee8909462349da54b9
Source noteuspto-grants-2011_04