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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 841352Generated: October 31, 2026

Triethylamine → 8-Cyclopropyl-6-trimethylsilanylethynyl-2,2,4,4-tetramethyl chroman

https://huagongshe.com/reaction/841352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant6-Bromo-8-cyclopropyl-2,2,4,4-tetramethyl chromanHCID 18177966—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
Product8-Cyclopropyl-6-trimethylsilanylethynyl-2,2,4,4-tetramethyl chromanHCID 18719789—

Reaction Steps

Following general procedure D and using 6-bromo-8-cyclopropyl-2,2,4,4-tetramethyl chroman (Intermediate 32, 0.376 g, 1.22 mmol), (trimethylsilyl)acetylene (4 mL, 28 mmol), triethyl amine (3 mL), anhydrous tetrahydrofuran (5 mL), copper(I)iodide (0.025 g, 0.13 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.075 g, 0.11 mmol), the title compound was obtained as an oil (0.173 g, 43%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06369225B1
Source datasetuspto-grants-2002_04
ORD IDord-add6608d55e2403791d6a9f3dc8ce11a
Source noteuspto-grants-2002_04