1-Bromo-3-chloropropane → HCID 69484213, compound

Participants

Reaction Conditions

Reaction Steps

Pyrrolidine (47 g), 1-bromododecane (149.5 g) and potassium carbonate (83 g) were added to 560 mL of acetone. The reaction mixture was heated to 55° C. for 24 hr. then filtered. Solvent was removed from the filtrate, yielding 92 g of N-dodecylpyrrolidine. N-dodecylpyrrolidine (80 g) and 1-bromo-3-chloropropane (52.6 g) were dissolved in 133 mL of methanol and the reaction mixture was heated to 65° C. for 18 hr. After cooling to room temperature, methanol was removed under reduced pressure. The residue was poured into 2 L of diethylether with stirring and the mixture was allowed to stand for another 6 hr. The white precipitate was filtered and dried at 40° C. under a vacuum for 24 hr yielding 85 g of (3-chloropropyl)dodecylpyrrolidinium bromide as a white solid.

Provenance & Evidence