Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | N-Methylpiperidine | HCID 12291 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86682759 | HCID 86682759 | — |
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-rum bromide by 1H NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08916130B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-427fc623ede24aabb36449560dce15d1 |
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| Source note | uspto-grants-2014_12 |
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