Ethyl bromoacetate → HCID 67315955, compound

Participants

Reaction Conditions

Reaction Steps

13.4 g (46.6 mmol, 1.0 equivalent) of 4-[(4-dipropylaminobutyl)amino]methylbenzonitrile (2a) and 100 ml of tetrahydrofuran were charged in a 300 ml three-necked flask and dissolved. 7.76 g (56.1 mmol, 1.2 equivalents) of potassium carbonate and 8.20 g (49.1 mmol, 1.05 equivalents) of ethyl bromoacetate were added thereto at room temperature, the mixture was stirred at 60° C. for nine hours. After cooling the mixture to room temperature, salts were removed by filtration, and the solvent was concentrated. The residue was extracted with 250 ml of toluene and 250 ml of a 1N sodium hydroxide aqueous solution. The organic layer was washed with 250 ml of a saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate, and concentrated, thereby obtaining 13.2 g of 4-[(4-dipropylaminobutyl)ethoxycarbonylmethylamino]methylbenzonitrile (11) as an oily substance (yield: 76%).

Provenance & Evidence