2,4-Difluorobenzaldehyde → N-(2,4-difluorobenzylidene)-N-[dimethyl(methoxymethyl)methyl]amine
Reaction equation
Cl.[NH2:2][C:3]([CH3:8])([CH3:7])[CH2:4][O:5][CH3:6].[F:9][C:10]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:11]=1[CH:12]=O>C1(C)C=CC=CC=1>[F:9][C:10]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:11]=1[CH:12]=[N:2][C:3]([CH3:8])([CH3:7])[CH2:4][O:5][CH3:6]Participants
4
Procedure
To a solution of the obtained 2-amino-2-methyl-1-methoxypropane hydrochloride (422 mg, 2.08 mmol) in toluene (7 ml) was added 2,4-difluorobenzaldehyde (310 mg, 2.18 mmol) and stirred under reflux using a Dean-Stark trap to remove water for 1 hour. Then triethylamine (1.0 ml) was added to the mixture and stirred for 6 hours. The precipitated hydrochloride was filtered off and the solvent was evaporated to give the crude title compound (547.5 mg).