1,4-Dibromobutane → HCID 86682759, compound

Participants

Reaction Steps

A solution of 1-methylpiperidine (˜24.80 g) in anhydrous dimethylformamide (˜500 mL) was added slowly to a solution of 1,4-dibromobutane (˜269.9 g) in anhydrous dimethylformamide (˜250 mL) over the course of about 24 hours under a nitrogen atmosphere with rapid stirring. Stirring of the solution was continued for a further ˜48 hours. The reaction mixture was then passed through a D-frit (˜10-20 microns) to separate any solid 1,1′-(butane-1,4-diyl)bis(1-methylpiperidin-1-ium) bromide impurity. Anhydrous diethyl ether (˜2000 mL) was then added to the filtrate to precipitate the product which was then filtered using a D-frit and rinsed with anhydrous diethyl ether (3ט400 mL). After drying the product (˜63.7 g, ˜80%) was confirmed to be 1-(4-bromobutyl)-1-methylpiperidin-1-ium bromide by 1H NMR.

Provenance & Evidence