Triethylamine → HCID 54182534, compound

Participants

Reaction Conditions

Reaction Steps

1-(4-Fluorobenzoyl)piperidine-4-carboxylic acid (10.05 g, 40.0 mmol) and triethylamine (4.1 g, 40 mmol) are combined in toluene (50 mL) under a nitrogen atmosphere. Diphenylphosphoryl azide (11.0 g, 40.0 mmol) is added, and the mixture is heated at 80° C. for 2 hr. 2-(Trimethylsilyl)ethanol (9.49 g, 80.2 mmol) is added, and the mixture is stirred at 80° C. for 2 hr, and room temperature for 2 hr. The mixture is diluted with methylene chloride, washed twice with 1N HCl, twice with 0.5N sodium hydroxide, dried over magnesium sulfate, and evaporated. The residue is recrystallized from ether-hexane to afford the title compound.

Provenance & Evidence