Toluene → HCID 15240672, compound

HRID 1654622Notes

Reaction equation

HRID 1654622 reaction equation
C1(C)C=CC=CC=1.[CH3:8][C:9]([N:19]([CH:29]([CH3:33])[C:30](=O)[CH3:31])[C:20](=[O:28])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[C:13]([Cl:18])[CH:12]=1)[CH3:10]>O>[CH3:8][C:9]([N:19]1[CH:29]([CH3:33])[C:30]([CH3:31])=[C:21]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:20]1=[O:28])([C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[C:13]([Cl:18])[CH:12]=1)[CH3:10]

Participants

4

Reactant 2

HCID 1140TolueneHCID 15240671HCID 15240671, compound

Product 1

HCID 15240672HCID 15240672, compoundYield 52.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 15 ml of toluene were added 2.2 g of N-[1-methyl-1-(3,5-dichlorophenyl)ethyl]-N-(1-methyl-2-oxopropyl)-2-phenylacetamide and 3.5 g of 1,8-diazabicyclo[5.4.0]undecene-7 (DBU), followed by stirring at room temperature for 1 hour. After water was added, the solution was extracted with ethyl acetate, and then dried over anhydrous sodium sulfate. After the solvent was distilled off, the solution was subjected to silica gel column chromatography to obtain 1.1 g of the desired 1-[1-methyl-1-(3,5-dichlorophenyl)ethyl]-4,5-dimethyl-3-phenyl-3-pyrroline-2-one.

Workup

  1. extractionthe solution was extracted with ethyl acetate
  2. dry with materialdried over anhydrous sodium sulfate
  3. distillationAfter the solvent was distilled off

Sources & evidence

ORD record
ord-9cf6022716c643c49e8fa921c8c801f8
Source dataset
uspto-grants-1995_04
Patent number
US05409886

Reaction notes

Loading…