Iodoethane → N-alpha-methoxyethyl-N-etyl-acetamide

HRID 2059120Notes

Reaction equation

HRID 2059120 reaction equation
[CH3:1][O:2][CH:3]([NH:5][C:6](=[O:8])[CH3:7])[CH3:4].[CH2:9](I)[CH3:10].[OH-].[Na+]>>[CH3:1][O:2][CH:3]([N:5]([CH2:9][CH3:10])[C:6](=[O:8])[CH3:7])[CH3:4]

Participants

4

Reactant 3

HCID 6340IodoethaneHCID 14798Sodium HydroxideHCID 10986197N-(1-methoxyethyl)acetamide

Product 1

HCID 20545711N-alpha-methoxyethyl-N-etyl-acetamideYield 51%

Procedure

58.5 g (0.5 mole) of N-α-methoxyethyl-acetamide and 84.2 g (0.55 mole) of ethyl iodide are simultaneously added dropwise to 300 ml of 50% strength sodium hydroxide solution at 10° C. Two hours after the addition has ended, the phases are separated in a separating funnel, the aqueous portion is extracted with hexane and, after stripping off the solvent, the residue is distilled in vacuo. 37 g (51% of theory) of N-α-methoxyethyl-N-etyl-acetamide of boiling point16 83°-85° C. are obtained.

Workup

  1. additionTwo hours after the addition
  2. customthe phases are separated in a separating funnel
  3. extractionthe aqueous portion is extracted with hexane
  4. distillationthe residue is distilled in vacuo

Sources & evidence

ORD record
ord-f06fcf4e2e72499496476b956ef3c985
Source dataset
uspto-grants-1982_03
Patent number
US04322271

Reaction notes

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