Methyl Chloride → N-alpha-methoxyethyl-N-methyl-acetamide

HRID 2059122Notes

Reaction equation

HRID 2059122 reaction equation
[OH-].[Na+].[CH3:3]Cl.[CH3:5][O:6][CH:7]([NH:9][C:10](=[O:12])[CH3:11])[CH3:8]>>[CH3:5][O:6][CH:7]([N:9]([CH3:3])[C:10](=[O:12])[CH3:11])[CH3:8]

Participants

4

Reactant 3

HCID 6327Methyl Chloride2×HCID 14798Sodium Hydroxide2×HCID 10986197N-(1-methoxyethyl)acetamide

Product 1

HCID 21464473N-alpha-methoxyethyl-N-methyl-acetamide

Procedure

1,800 g of 50% strength sodium hydroxide solution, 900 g of sodium hydroxide in the form of flakes and 300 g of methyl chloride are initially introduced into a pressure kettle provided with an anchor stirrer. 1,760 g of N-α-methoxyethyl-acetamide and 1,000 g of methyl chloride are uniformly metered in over a period of 3 hours. After a further 3 hours, the kettle is depressurized and the contents are degassed by passing in nitrogen. The reaction product with a lower specific gravity is separated from the inorganic constituents with a higher specific gravity in a centrifuge, and the reaction product is decanted off and distilled in vacuo. 1,804 g (91% of theory) of N-α-methoxyethyl-N-methylacetamide of boiling point1.0 48° are obtained.

Workup

  1. customprovided with an anchor stirrer
  2. customare uniformly metered in over a period of 3 hours
  3. customthe contents are degassed
  4. customThe reaction product with a lower specific gravity is separated from the inorganic constituents with a higher specific gravity in a centrifuge
  5. customthe reaction product is decanted off
  6. distillationdistilled in vacuo
  7. customof boiling point1.0 48°
  8. customare obtained

Sources & evidence

ORD record
ord-ed2ee3d456b549e385b8917fa3c96b0a
Source dataset
uspto-grants-1982_03
Patent number
US04322271

Reaction notes

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