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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771415Generated: November 3, 2026

Trimethylsilylacetylene → 2-(5-Ethynylisochroman-1-yl)-4,5-dihydro-1H-imidazole

https://huagongshe.com/reaction/1771415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant2-(5-bromoisochroman-1-yl)-4,5-dihydro-1H-imidazoleHCID 71766908—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventTriethylamineHCID 8471—
Product2-(5-Ethynylisochroman-1-yl)-4,5-dihydro-1H-imidazoleHCID 71767206—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a degassed solution of 2-(5-bromoisochroman-1-yl)-4,5-dihydro-1H-imidazole (300 mg) in Et3N (10 ml) and ethynyltrimethylsilane (210 mg) was added tetrakis(triphenylphosphine)-palladium (37 mg). The mixture was degassed with N2 and heated in a microwave oven for 60 min at 120° C. The reaction mixture was concentrated under vacuum and purified by separation method K. K2CO3 was added to the reaction crude (in MeOH) and the mixture was stirred 4 h at it. The title compound was isolated by a separation method G. (Yield 6.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249127B2
Source datasetuspto-grants-2016_02
ORD IDord-5de70b8108b442bf833bba75367ebcb6
Source noteuspto-grants-2016_02