Water → HCID 14419826, compound

Participants

Reaction Conditions

Reaction Steps

In a 500-ml three-necked flask equipped with a stirrer was placed 200 ml of tetrahydrofuran (THF), and 13.5 g (0.050 mol) of stearyl alcohol and 8.4 ml of triethylamine were added thereto, followed by stirring at 0° C. Afterward, a solution obtained by dissolving 11.5 g (0.050 mol) of 3,5-dinitrobenzoyl chloride in 50 ml of THF was added dropwise to the flask over 30 minutes, and under this state, reaction was carried out for 6 hours. After the completion of the reaction, this solution was poured into 1 liter of water, and extraction was then made with 1.5 liters of ethyl acetate. In succession, the resultant organic layer was washed with 3N hydrochloric acid three times, a saturated sodium bicarbonate solution three times and water. The resultant ethyl acetate layer was dried over anhydrous sodium sulfate, and the solvent was then distilled off under reduced pressure. Next, the resultant crystal was recrystallized from ethyl acetate twice to obtain 18.1 g (0.039 mol) of stearyl 3,5-dinitrobenzoate. Its melting point was in the range of 75.9° to 76.7° C. The structure of this compound was confirmed by an infrared absorption spectrum (IR) and NMR.

Provenance & Evidence