1,4-Dibromobutane → HCID 86682759, compound

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-rum bromide by 1H NMR.

1. customto separate any solid 1,1′-(butane-1,4-diyl)bis(1-methylpiperidin-1-ium) bromide impurity
2. additionAnhydrous diethyl ether (˜2000 mL) was then added to the filtrate
3. customto precipitate the product which
4. filtrationwas then filtered
5. washrinsed with anhydrous diethyl ether (3ט400 mL)
6. dry with materialAfter drying the product (˜63.7 g, ˜80%)

ORD record

ord-427fc623ede24aabb36449560dce15d1

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08916130B2