Potassium Carbonate → HCID 67316071, compound

Participants

Reaction Steps

In a 50 ml recovery flask, 0.462 g (1.61 mmol, 1.0 equivalent) of 4-[(4-dipropylaminobutyl)amino]methylbenzonitrile (2a) and 9.2 ml of cyclopentyl methyl ether were charged and dissolved under a nitrogen stream. After the addition of 0.666 g (4.82 mmol, 3.0 equivalents) of potassium carbonate and 0.736 g (3.21 mmol, 2.0 equivalents) of benzyl bromoacetate at room temperature, the mixture was stirred at room temperature for 19 hours. After confirming the disappearance of the raw material by TLC, the reaction solution was added to 100 ml of a saturated sodium bicarbonate aqueous solution, and was extracted twice with 100 ml of chloroform. The chloroform layer was washed with 100 ml of a saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate, concentrated, and purified by silica gel column chromatography (Chromatorex NH, n-hexane:ethyl acetate=4:1), thereby obtaining 0.128 g of [(4-cyanobenzyl)-(4-dipropylaminobutyl)amino]benzyl acetate (20) as a light yellow oily substance (yield: 18.3%). [HPLC: 97.8% (HPLC measurement conditions A)]

Provenance & Evidence