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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185237Generated: October 30, 2026

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

https://huagongshe.com/reaction/2185237

Reaction equation

Participants

RoleNameHCIDCharge
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—
SolventTriethylamineHCID 8471—
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 tetrahydrofuiran (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 numberUS06399774B1
Source datasetuspto-grants-2002_06
ORD IDord-a32e4d2285a540578146724d9b7b9f8e
Source noteuspto-grants-2002_06