Triethylamine → HCID 54049046, compound

Participants

Reaction Conditions

Reaction Steps

7-oxododecanoic acid (1000 mg, 4.67 mmoles) and L-alanine methyl ester hydrochloride (656 mg, 4.7 mmoles) were dissolved in N,N-dimethylformamide (5 ml). The solution was cooled to 0° C. and diphenylphosphoryl azide (1300 mg, 4.72 mmoles) and triethylamine (950 mg, 0.95 mmoles) were added thereto. The reaction mixture was stirred for 1 hour on an ice bath and for 24 hours at room temperature. The resulting suspension was diluted with ethyl acetate (30 ml) and washed successively with citric acid (0.52M; 3×5 ml), water (3×5 ml), saturated NaCl solution (3×5 ml), saturated NaHCO3 solution (3×5 ml), water (3×5 ml) and saturated NaCl solution (3×5 ml). The organic phase was dried with MgSO4 and filtered, the filtrate was evaporated and the compound was precipitated from n-hexane/diethyl ether.

Provenance & Evidence