2-Methoxyethylamine → HCID 86640764, compound
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
Reactant 3
Product 1
Reagents, catalysts & solvents 1
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
- temperaturecooled in an ice-water bath
- washthe solution was washed with two portions each of water
- dry with materialThe organic layer was dried over anhydrous magnesium sulfate
- customthe solvent was removed by distillation
Sources & evidence
- ORD record
- ord-6241662e159146eda6958796c6e87003
- Source dataset
- uspto-grants-2012_07
- Patent number
- US08232267B2
Reaction notes
Loading…