1-Bromododecane → 2915-94-8
Reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:18]([N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH3:7]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 55 °C
Procedure
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.
Workup
- filtrationthen filtered
- customSolvent was removed from the filtrate
Sources & evidence
- ORD record
- ord-78d0b7c520c34df7944666db099b3441
- Source dataset
- uspto-grants-2004_04
- Patent number
- US06726905B1
Reaction notes
Loading…