Diethylene Glycol Monomethyl Ether → HCID 66969137, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(2-chloro-4-fluorophenyl)-2-cyanoacetamide (2.00 g, 9.40 mmol), (3E)-4-methoxybut-3-en-2-one (1.13 g, 11.2 mmol), 1,4-diazabicyclo[2.2.2]octane (1.05 g, 9.40 mmol) and 2-(2-methoxyethoxy)ethanol (20 mL) was stirred at 130° C. for 3 hr. After cooling to room temperature, the mixture was diluted with ethyl acetate, washed with 1N hydrochloric acid, water (×2) and saturated brine, dried over anhydrous magnesium sulfate, and filtered through a silica gel pad. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (100 g, ethyl acetate/hexane=2/98→50/50). The obtained residue was washed with ethyl acetate/hexane and collected by filtration to give the title compound (0.75 g, 30%) as a pale-yellow solid.

Provenance & Evidence