4-Methoxyphenol → HCID 69104960, compound

HRID 1743080Notes

Reaction equation

HRID 1743080 reaction equation
COC1C=CC(O)=CC=1.[Br:10][CH2:11][CH2:12][CH2:13][N:14]1[C:18](=[O:19])[C:17]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:16]2[C:15]1=[O:24].[CH3:25][C:26]([C:28]([NH:30][CH2:31][CH2:32][CH2:33][N:34]([CH3:36])[CH3:35])=[O:29])=[CH2:27]>C(O)(C)C>[CH3:36][N:34]([CH3:35])[CH2:33][CH2:32][CH2:31][NH:30][C:28](=[O:29])[C:26]([CH3:27])=[CH2:25].[Br:10][CH2:11][CH2:12][CH2:13][N:14]1[C:18](=[O:19])[C:17]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:16]2[C:15]1=[O:24]

Participants

5

Reactant 3

HCID 90154-MethoxyphenolHCID 21611N-3-BromopropylphthalimideHCID 78882N-(3-(Dimethylamino)propyl)methacrylamide

Product 1

HCID 69104960HCID 69104960, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A 500 ml flask is charged with isopropanol (200 mL), MEHQ (methylhydroquinone, 0.5 g), N-(3-bromopropyl)phthalimide (53.6 g, 0.2 mole) and DMAPMA (N-[3-(dimethylamino)propyl]methacrylamide, 37.5 g, 0.22 mole). The mixture is heated at reflux for 12 hours. The solution is then cooled down and the majority of the solvent was removed by vacuum distillation. The resulting viscous liquid is put into freezer overnight. The resulting precipitate is dried and collected to provide the title compound in near quantitative yield.

Workup

  1. temperatureThe mixture is heated
  2. temperatureat reflux for 12 hours
  3. temperatureThe solution is then cooled down
  4. customthe majority of the solvent was removed by vacuum distillation
  5. customThe resulting precipitate is dried
  6. customcollected

Sources & evidence

ORD record
ord-11231a8dc0d041089d4be7b1e7fd864d
Source dataset
uspto-grants-2006_03
Patent number
US07008618B1

Reaction notes

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