Acetic Acid → HCID 22096787, compound

Participants

Reaction Steps

Ethylene oxide (12 ml; 242 mmol) was added dropwise under ice cooling to a solution of 4.1 g (25 mmol) of ethyl 2-aminobenzoate in 25 ml of a 30% suspension of acetic acid, followed by stirring for 1 hour. After the resultant mixture was stirred at room temperature for 2 nights, the mixture was stirred for 2 hours while bubbling nitrogen gas therethrough. Sodium hydrogencarbonate was added to the mixture to neutralized the same. Sodium chloride was then added until saturation, followed by extraction with ethyl acetate. The extract was dried over magnesium sulfate and the solvent was distilled out under reduced pressure. The residue was purified by chromatography on a silica gel column (n-hexane/ethyl acetate=1:1→0:1), whereby 3.4 g of a pale yellow oil were obtained (yield: 53%).

Provenance & Evidence