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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432268Generated: November 1, 2026

Water → HCID 22504370, compound

https://huagongshe.com/reaction/1432268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantEthyl 5-bromofuran-2-carboxylateHCID 345282—
SolventDimethylformamideHCID 6228—
ProductHCID 22504370HCID 22504370—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of the compound obtained in Example 29 (1) (0.5 g) in N,N-dimethylformamide (5 ml), trimethylsilylacetylene (0.65 ml), bistriphenylphosphine palladium dichloride (0.16 g), cuprous iodide (0.04 g) and triethylamine (0.64 ml) were added successively and the mixture was stirred in a sealed tube at 100° C. for 2 hours. After cooling, the reaction solution was poured into water, extracted with ethyl acetate, washed with a saturated aqueous NaCl solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue was separated using silica gel column chromatography (hexane:ethyl acetate=4:1) to obtain 0.3782 g of the desired product as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612070B2
Source datasetuspto-grants-2009_11
ORD IDord-1a5a78e0ca3b4d75be18f549b2d8feb1
Source noteuspto-grants-2009_11