Triethylamine → HCID 20306530, compound

Participants

Reaction Steps

DL-4-(m-Acetylphenoxy)-2-aminobutyric acid (4.30 g.), 2-tert-butoxycarbonyloxyimino-2-phenylacetonitrile (4.92 g.) and triethylamine (2.53 g.) were dissolved in a mixture of dioxane (22 ml.) and water (22 ml.), whereafter the mixture was stirred at ambient temperature for 2.5 hours. The dioxane was removed by evaporation from the reaction mixture under reduced pressure to give an aqueous solution which was adjusted to pH 8-9 with an aqueous sodium bicarbonate. The resultant aqueous solution was washed with ethyl acetate and adjusted to pH 2 with 10% hydrochloric acid under ice-cooling. This solution was extracted three times with ethyl acetate, and the extract was washed with water and then dried over magnesium sulfate. The solvent was removed by evaporation from the solution under reduced pressure to give DL-4-(m-acetylphenoxy)-2-tert-butoxycarbonylaminobutyric acid (2.03 g.).

Provenance & Evidence