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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 885142Generated: October 30, 2026

Potassium Carbonate → HCID 59472624, compound

https://huagongshe.com/reaction/885142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluoro-3-methoxybenzaldehydeHCID 2737358—
Reactant(1E)-1-diazo-1-dimethoxyphosphorylpropan-2-oneHCID 136023029—
ReactantHCID 178418800HCID 178418800—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 59472624HCID 59472624—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 4-fluoro-3-methoxybenzaldehyde (1.0 g, 6.5 mmol) in 20 mL of DMF was treated with 4-methylimidazole (1.0 g, 15 mmol) and warmed to 130° C. Stirred overnight. Diluted with EtOAc, washed with sat'd NaHCO3, dried (Na2SO4), concentrated. Dissolved in 20 mL of MeOH, treated with K2CO3 (2.0 g, 14 mmol) and dimethyl (1-diazo-2-oxopropyl)phosphonate (1.5 g, 7.8 mmol) and stirred overnight. Diluted with DCM and washed with water. Dried (Na2SO4), conc. Chromatography on silica (0-20% MeOH/DCM) gave the desired alkyne:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242150B2
Source datasetuspto-grants-2012_08
ORD IDord-d577c926964246b994ac1d5beee3815e
Source noteuspto-grants-2012_08