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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 844663Generated: October 30, 2026

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

https://huagongshe.com/reaction/844663

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 (5mL), copper(I)iodide (0.025 g, 0.13 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.075 g, 0.1 mmol), the title compound was obtained as an oil (0.173 g, 43%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380256B1
Source datasetuspto-grants-2002_04
ORD IDord-2d69810389334294bd55c9bdc80e2ff6
Source noteuspto-grants-2002_04