Acetic Anhydride → N-(2,2-Dimethoxyethyl)acetamide

HRID 1584513Notes

Reaction equation

HRID 1584513 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH3:8][O:9][CH:10]([O:13][CH3:14])[CH2:11][NH2:12]>C(Cl)Cl>[CH3:8][O:9][CH:10]([O:13][CH3:14])[CH2:11][NH:12][C:1](=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 89728Aminoacetaldehyde dimethyl acetal

Product 1

HCID 15289457N-(2,2-Dimethoxyethyl)acetamideYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

30.6 g (0.3 mol) of acetic anhydride are added to 31.5 g (0.3 mol) of aminoacetaldehyd dimethyl acetal in 50 ml of methylene chloride. When the exothermic reaction is complete, the methylene chloride is removed by distillation, the product is distilled, giving 42 g of colourless product (97% of theory), boiling point 110° C., 0.001 mbar. The product is a single compound according to GC.

Workup

  1. customWhen the exothermic reaction
  2. customthe methylene chloride is removed by distillation
  3. distillationthe product is distilled

Sources & evidence

ORD record
ord-f2c5f115d8334768be0fa9b60ac54659
Source dataset
uspto-grants-1999_08
Patent number
US05932674

Reaction notes

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