Phosphorus tribromide → HCID 86680883, compound

Participants

Reaction Steps

Diethylether (250 ml) was added to N-(11-hydroxy-undecyl)-N-methyl acrylamide (38.31 g, 0.150 mol) and BHT (10 mg). Phosphorus tribromide (13.53 g, 50.0 mmol) was added dropwise. The initially undissolved solid dissolved completely and a yellowish oil precipitated. The reaction mixture was stirred at ambient temperature. After 24 h water (100 ml) and dichloromethane (200 ml) were added and the phases were separated. The aqueous phase was extracted with dichloromethane (2×100 ml). The combined organic phases were dried over Na2SO4, filtered, concentrated on the rotary evaporator and dried on the fine vacuum. The yellowish oil was dissolved in dichloromethane (100 ml) and filtered via a fritted-glass filter filled with diatomaceous earth (n-hexane/ethyl acetate 1:1). The eluent was concentrated on the rotary evaporator and dried under a fine vacuum. 25.25 g (79.3 mmol; 53% yield) of a yellowish oil was obtained.

Provenance & Evidence