1-(4-Bromobutyl)-4-methoxybenzene → HCID 23182139, compound

HRID 65250Notes

Reaction equation

HRID 65250 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1.[CH2:14]([N:21]1[C:25]([CH3:26])=[C:24]([CH3:27])[N:23]=[C:22]1[CH3:28])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]>O>[Br-:1].[CH2:14]([N+:21]1[C:25]([CH3:26])=[C:24]([CH3:27])[N:23]([CH2:2][CH2:3][CH2:4][CH2:5][C:6]2[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=2)[C:22]=1[CH3:28])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

4

Reactant 2

HCID 5781911-(4-Bromobutyl)-4-methoxybenzeneHCID 201883001-Heptyl-2,4,5-trimethyl-1H-imidazole

Product 1

HCID 23182139HCID 23182139, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
125 °C

Procedure

Add 3.23 g (0.0133 mole) of 1-(4-bromobutyl)-4-methoxybenzene to 2.77 g (0.0133 mole) of 1-heptyl-2,4,5-trimethyl-1H-imidazole and heat at 125° C. for two hours. Follow the progress of the reaction by thin-layer chromatography on silica gel (methanol: 1M sodium chloride, 95:5). At the completion of the reaction, the cooled reaction mixture in 100 ml water and then wash with 100 ml cyclohexane. Extract aqueous layer with 150 ml methylenechloride and evaporate to provide the title compound.

Workup

  1. customthe progress of the reaction by thin-layer chromatography on silica gel (methanol: 1M sodium chloride, 95:5)
  2. customAt the completion of the reaction
  3. washwash with 100 ml cyclohexane
  4. customExtract aqueous layer with 150 ml methylenechloride and evaporate

Sources & evidence

ORD record
ord-4dad2ecd3166437081e09be48b3902bb
Source dataset
uspto-grants-1986_09
Patent number
US04613609

Reaction notes

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