Potassium Iodide → N-[[4-bromo-3-[1-(diallylcarbamoyl)ethoxy]phenyl]]-3,4,5,6-tetrahydrophthalimide

HRID 485214

Reaction equation

HRID 485214 reaction equation
[CH2:1]([N:4]([CH2:10][CH:11]=[CH2:12])[C:5](=[O:9])[CH:6](Br)[CH3:7])[CH:2]=[CH2:3].[Br:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:24](=[O:25])[C:23]3[CH2:26][CH2:27][CH2:28][CH2:29][C:22]=3[C:21]2=[O:30])=[CH:16][C:15]=1[OH:31].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CC(C)=O>[Br:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:21](=[O:30])[C:22]3[CH2:29][CH2:28][CH2:27][CH2:26][C:23]=3[C:24]2=[O:25])=[CH:16][C:15]=1[O:31][CH:6]([C:5](=[O:9])[N:4]([CH2:1][CH:2]=[CH2:3])[CH2:10][CH:11]=[CH2:12])[CH3:7]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 12769237N-(4-bromo-3-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimideHCID 13036601N,N-diallyl alpha-bromopropionamide

Product 1

HCID 13503503N-[[4-bromo-3-[1-(diallylcarbamoyl)ethoxy]phenyl]]-3,4,5,6-tetrahydrophthalimide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The reaction mixture was washed with water and dried and the solvent was distilled off to obtain 3.8 g. of N,N-diallyl α-bromopropionamide. The product was admixed with 3.5 g. of N-(4-bromo-3-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide, 2.2 g. of potassium carbonate, 1.8 g. of potassium iodide and 50 ml. of acetone.

Workup

  1. washThe reaction mixture was washed with water
  2. customdried
  3. distillationthe solvent was distilled off
  4. customto obtain 3.8 g

Sources & evidence

ORD record
ord-bf2d6795dd0b49899e460acfaecd3e6b
Source dataset
uspto-grants-1985_08
Patent number
US04536209

Linked notes

Loading…