1-Bromo-2-methylpropane → HCID 22115923, compound

HRID 1885631Notes

Reaction equation

HRID 1885631 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH:11]([CH2:13][O:14][C:15]3[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=3)[CH2:10][C:9]2=[O:25])=[CH:4][CH:3]=1.[CH2:26](Br)[CH:27]([CH3:29])[CH3:28].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:26]([O:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH:11]([CH2:13][O:14][C:15]3[CH:16]=[CH:17][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:23][CH:24]=3)[CH2:10][C:9]2=[O:25])=[CH:4][CH:3]=1)[CH:27]([CH3:29])[CH3:28]

Participants

5

Reactant 3

HCID 65551-Bromo-2-methylpropaneHCID 11430Potassium CarbonateHCID 10382682HCID 10382682, compound

Product 1

HCID 22115923HCID 22115923, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

Methyl 4-[1-(4-hydroxyphenyl)-2-pyrrolidon-4-yl]methoxybenzoate (2.00 g), isobutyl bromide (2.58 ml) and potassium carbonate (3.24 g) are dissolved and suspended in dimethylformamide (20 ml) and the mixture is heated with stirring at 80° C. for 24 hours. The solvent is distilled off under reduced pressure and water is added to the resulting residue. The resulting precipitate is collected by filtration and recrystallized from about 20% aqueous methanol to give the desired product (2.11 g}, m.p. 117.5°-118.5° C.

Workup

  1. temperaturethe mixture is heated
  2. distillationThe solvent is distilled off under reduced pressure and water
  3. additionis added to the resulting residue
  4. filtrationThe resulting precipitate is collected by filtration
  5. customrecrystallized from about 20% aqueous methanol

Sources & evidence

ORD record
ord-32dce36212744185be4f51ef151c5eb2
Source dataset
uspto-grants-1992_09
Patent number
US05145865

Reaction notes

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