1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 22013909, compound

Participants

Reaction Steps

WSC (1.05 g, 5.5 mmols) and HOBt (743 g, 5.5 mmols) were added to a DMF (15 ml) solution of 2,6-diisoproylaniline (886 g, 5 mmols) and 8-bromooctanoic acid (1.67 g, 7.5 mmols), and stirred at room temperature for 12 hours. The reaction mixture was extracted with ether. The organic layer was washed with water, 1 N HCl, an aqueous saturated solution of sodium hydrogencarbonate and saturated saline in that order, and dried with anhydrous magnesium sulfate, and the solvent was evaporated. Then, the residue was purified through silica gel column chromatography (developer: hexane/acetone=5/1), and the resulting crystals were recrystallized from ether-hexane to obtain 720 mg (yield: 38%) of 8-bromo-N-(2,6-diisopropylphenyl)octanamide as colorless needle-like crystals.

Provenance & Evidence