2-Methoxyethylamine → HCID 86640764, compound

HRID 1517257Notes

Reaction equation

HRID 1517257 reaction equation
COCC[NH2:5].[Br:6][CH2:7][C:8](Br)=[O:9].[C:11]([O:14][CH2:15]C)(=O)[CH3:12]>ClCCl>[CH3:15][O:14][CH2:11][CH2:12][CH:7]([Br:6])[C:8]([NH2:5])=[O:9]

Participants

5

Procedure

2-methoxyethylamine (0.750 g, 10 mmol) was dissolved in 50 ml dichloromethane in a 100-ml round-bottom flask, and cooled in an ice-water bath. Bromoacetyl bromide (1 g, 5 mmol) was added dropwise via syringe, and the reaction was continued overnight. The reaction mixture was added to 260 ml ethyl acetate and 2.5 ml dichloromethane, and the solution was washed with two portions each of water and of saturated NaCl(aq). The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed by distillation to leave 0.64 g of 2-methoxyethylbromoacetamide (66% yield) as a yellow oil.

Workup

  1. temperaturecooled in an ice-water bath
  2. washthe solution was washed with two portions each of water
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-6241662e159146eda6958796c6e87003
Source dataset
uspto-grants-2012_07
Patent number
US08232267B2

Reaction notes

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