1-Methyl-1,2-dihydropyridine → HCID 86745532, compound
Reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]Br)=[CH:9][CH:8]=1.[CH3:19][N:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH2:21]1>C(O)C>[Br-:1].[Br-:1].[CH3:19][N+:20]1([CH:16]([CH3:17])[CH2:15][CH2:14][CH2:13][C:10]2[CH:9]=[CH:8][CH:7]=[CH:12][CH:11]=2)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1.[CH3:19][N+:20]1([CH:3]([CH3:2])[CH2:4][CH2:5][CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 376 mg of 1,4-bis(5-bromopentyl)benzene in 2 ml of absolute ethanol, 365 μl of N-methylpyridine was added, and the mixture was refluxed for 5 hours. After concentration under a reduced pressure and addition of acetone, and the mixture was allowed to stand overnight. The product was filtered and recrystallized from ethanol (0.5 ml)--acetone (2 ml) to obtain 455 mg of the title compound as a colorless crystal.
Workup
- temperaturethe mixture was refluxed for 5 hours
- concentrationAfter concentration
- additionunder a reduced pressure and addition of acetone
- filtrationThe product was filtered
- customrecrystallized from ethanol (0.5 ml)
Sources & evidence
- ORD record
- ord-9ce773c66a6f42c5b3f942e546aec926
- Source dataset
- uspto-grants-1992_03
- Patent number
- US05093370
Reaction notes
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