Iodoethane → HCID 15754349, compound

HRID 1461675Notes

Reaction equation

HRID 1461675 reaction equation
[CH2:1](I)[CH3:2].C(=O)([O-])[O-].[Ca+2].C(#N)C.[Cl:12][C:13]1[CH:14]=[C:15]([CH:32]=[C:33]([Cl:36])[C:34]=1[OH:35])[C:16]([N:19]1[CH2:23][C:22]([CH3:24])=[C:21]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:20]1=[O:31])([CH3:18])[CH3:17]>O>[Cl:12][C:13]1[CH:14]=[C:15]([CH:32]=[C:33]([Cl:36])[C:34]=1[O:35][CH2:1][CH3:2])[C:16]([N:19]1[CH2:23][C:22]([CH3:24])=[C:21]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:20]1=[O:31])([CH3:18])[CH3:17]

Participants

6

Reactant 4

HCID 6340IodoethaneHCID 6342AcetonitrileHCID 10112Calcium CarbonateHCID 15754357HCID 15754357, compound

Product 1

HCID 15754349HCID 15754349, compoundYield 91.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.6 g (0.004 mol) of ethyl iodide and 0.6 g (0.004 mol) of anhydrous calcium carbonate were added to an acetonitrile solution of 1.2 g (0.003 mol) of 1-(3,5-dichloro-4-hydroxy-α,α-dimethylbenzyl)-4-methyl-3-phenyl-3-pyrrolin-2-one prepared in Example 11, and the mixture was refluxed for about 30 minutes under stirring. After completion of the reaction, the reaction mixture was poured into a large amount of water and extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The solid thereby obtained was washed with isopropyl ether to obtain 1.1 g (yield: 91.6%) of the desired compound as colorless crystals.

Workup

  1. temperaturethe mixture was refluxed for about 30 minutes
  2. customAfter completion of the reaction
  3. extractionextracted with ethyl acetate
  4. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe solid thereby obtained
  7. washwas washed with isopropyl ether

Sources & evidence

ORD record
ord-fc6d619a84ef4eefb3c5f491077b48f3
Source dataset
uspto-grants-1991_12
Patent number
US05076834

Reaction notes

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