Triethyl phosphite → 2-Bromo-7-chloro-3-diethylphosphonomethyl-6-methylquinoline
Reaction equation
[Br:1][C:2]1[C:11]([CH2:12]Br)=[CH:10][C:9]2[C:4](=[CH:5][C:6]([Cl:15])=[C:7]([CH3:14])[CH:8]=2)[N:3]=1.[CH2:16]([O:18][P:19]([O:23]CC)[O:20][CH2:21][CH3:22])[CH3:17]>C1(C)C=CC=CC=1>[Br:1][C:2]1[C:11]([CH2:12][P:19]([O:20][CH2:21][CH3:22])([O:18][CH2:16][CH3:17])=[O:23])=[CH:10][C:9]2[C:4](=[CH:5][C:6]([Cl:15])=[C:7]([CH3:14])[CH:8]=2)[N:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-bromo-3-bromomethyl-7-chloro-6-methylquinoline (4.2 g, 12 mmol), toluene (50 ml) and triethylphosphite (4.2 ml) was refluxed for 20 h. After cooling the solution was concentrated in vacuum and the product precipitated by the addition of hexane. The crystals were filtered off, washed with hexane and dried in vacuo to give 4.5 g of 2-bromo-7-chloro-3-diethylphosphonomethyl-6-methylquinoline.