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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1765758Generated: October 31, 2026

Triethylamine → HCID 69079068, compound

https://huagongshe.com/reaction/1765758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantHCID 57424231HCID 57424231—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventHexaneHCID 8058—
ProductHCID 69079068HCID 6907906832%

Reaction Steps

Following General Procedure D and using 6-bromo-2,2,4,4-tetramethylchroman-8-carboxylic acid tert-butyl ester (Intermediate 50, 0.195 g, 0.53 mmol), triethyl amine (2 mL), copper(I)iodide (0.040 g, 0.2 mmol), trimethylsilyl acetylene (0.3 mL, 2.1 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.09 g, 0.13 mmol) followed by flash column chromatography over silica gel (230–400 mesh) using 10% ethyl acetate in hexane as the eluent, the title compound (0.064 g, 32%) was obtained as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07226951B2
Source datasetuspto-grants-2007_06
ORD IDord-953799321c884df493778d68e1ddbaa0
Source noteuspto-grants-2007_06