Ethanol → HCID 19980029, compound

HRID 1461208Notes

Reaction equation

HRID 1461208 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C([O:11][C:12](=[O:15])[CH2:13]Cl)C.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH2:24](O)[CH3:25]>>[CH2:24]([CH:13]([C:12]([OH:11])=[O:15])[N:2]([CH3:1])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[CH3:25]

Participants

6

Reactant 5

HCID 702EthanolHCID 4875Potassium IodideHCID 7515N-MethylanilineHCID 7751Ethyl chloroacetateHCID 11430Potassium Carbonate

Product 1

HCID 19980029HCID 19980029, compound

Procedure

A mixture of N-methyl aniline (198 g, 1.85 mol), ethylchloroacetate (227 g, 1.85 mol), potassium carbonate (256 g, 1.85 mol), potassium iodide (15 g, 0.93 mol), and 750 mL of absolute ethanol was stirred at reflux for 72 hours, then cooled and filtered. The solvent was removed from the filtrate at reduced pressure, and the residue was fractionally distilled in vacuo. A slightly yellow oil was obtained.

Workup

  1. temperatureat reflux for 72 hours
  2. temperaturecooled
  3. filtrationfiltered
  4. customThe solvent was removed from the filtrate at reduced pressure
  5. distillationthe residue was fractionally distilled in vacuo
  6. customA slightly yellow oil was obtained

Sources & evidence

ORD record
ord-f94a5687b4bd4945a5d43c1ef91f15c6
Source dataset
uspto-grants-1991_12
Patent number
US05075043

Reaction notes

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