Triethylamine → 4-(3-chloropropoxy)-N-(2-hydroxy-1,1-dimethylethyl)benzamide

Participants

Reaction Steps

A solution of 2-amino-2-methylpropanol (0.914 g, 10.2 mmol, 1.1 eq) and triethylamine (2.6 ml, 18.7 mmol, 2 eq) in dry dichloromethane (75 ml) is cooled (ice bath) and a solution of 4-(3-chloropropoxy)benzoyl chloride ax52 (2.95 g, 12.4 mmol, 1 eq) in dichloromethane (15 ml) is added dropwise, over 30 min. The mixture is then stirred at room temperature overnight. The suspension is washed with 1 M aqueous hydrochloric acid (2 times), an aqueous potassium carbonate solution (2 times) and brine, dried over magnesium sulfate and evaporated in vacuum to give 4-(3-chloropropoxy)-N-(2-hydroxy-1,1-dimethylethyl)benzamide ax53 (3.4 g).

Provenance & Evidence