Potassium Carbonate → HCID 59472598, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-fluoro-3-phenoxybenzaldehyde (1.0 g, 4.6 mmol) in 10 mL of DMF was treated with 4-methylimidazole (1.0 g, 12 mmol) and warmed to 100° C. Stirred overnight. Diluted with EtOAc, washed with sat'd NaHCO3, dried (Na2SO4), concentrated. Dissolved in 10 mL of MeOH, treated with K2CO3 (1.0 g, 7.2 mmol) and dimethyl (1-diazo-2-oxopropyl)phosphonate (1.0 g, 5.2 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 (1.1 g; 87% overall yield):

Provenance & Evidence