Triethylamine → HCID 18764648, compound

Participants

Reaction Steps

(Acetyloxy)acetyl chloride (3.8 g; 28.1 mmol) (commercial product) dissolved in CHCl3 (150 mL) was added dropwise to a solution of dioctadecylamine (13.3 g; 25.5 mmol) and Et3N (3.9 mL; 28.1 mmol) in CHCl3 (350 mL) and the solution was stirred at room temperature overnight. MeOH (250 mL) and 2 N NaOH (50 mL) were added to the solution. H2O was added to the reaction mixture and a two phase system was obtained. The lower organic layer was separated and evaporated. The solid residue was suspended in n-hexane and filtered to give the desired compound (12.1 g;20.9 mmol). Yield 82%. HPLC: 96% (area %). K.F.: <0.1%. The 13C-NMR, MS and IR spectra were consistent with the structure.

Provenance & Evidence