Potassium Carbonate → HCID 23333569, compound

HRID 904187Notes

Reaction equation

HRID 904187 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:5][CH:4]=1.[Cl:15][C:16]([Cl:27])([Cl:26])[C:17]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:18]=1[CH2:19]Br.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][N:2]([CH2:19][C:18]1[CH:21]=[C:22]([Cl:25])[CH:23]=[CH:24][C:17]=1[C:16]([Cl:26])([Cl:15])[Cl:27])[C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11550151N-methyl-4-ethoxycarbonylmethylanilineHCID 23333631HCID 23333631, compound

Product 1

HCID 23333569HCID 23333569, compoundYield 49.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

N-methyl-4-ethoxycarbonylmethylaniline (5.8 g) and 2-trichloromethyl-5-chlorobenzylbromide (9.7 g) were dissolved in acetone (50 g), and anhydrous potassium carbonate (4.2 g) was added to the solution. The mixture was heated for 3 days with stirring. Then, the inorganic material was removed by filtration, and the solvent was distilled off. The residue was purified by liquid chromatography using a silica gel column to obtain N-methyl-N-(2-trichloromethyl-5-chlorobenzyl)-4-ethoxycarbonylmethylaniline (6.5 g).

Workup

  1. temperatureThe mixture was heated for 3 days
  2. customThen, the inorganic material was removed by filtration
  3. distillationthe solvent was distilled off
  4. customThe residue was purified by liquid chromatography

Sources & evidence

ORD record
ord-535e785c10bf46d589e698ef3dc2741a
Source dataset
uspto-grants-1980_10
Patent number
US04230703

Reaction notes

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