2-Methoxyethylamine → 2-bromo-N-(2-methoxyethyl)acetamide
Reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH2:5].[Br:6][CH2:7][C:8](Br)=[O:9]>ClCCl>[Br:6][CH2:7][C:8]([NH:5][CH2:4][CH2:3][O:2][CH3:1])=[O:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
2-methoxyethylamine (3.73 g, 0.0496 mol) was dissolved in dichloromethane (250 ml) and cooled to 0° C. Bromoacetyl bromide (2.16 ml, 0.0248 mol) was added dropwise, and the reaction was stirred overnight at room temperature. The reaction mixture was then washed with water (100 ml) and saturated aqueous sodium chloride (2×100 ml). The organic layer was separated and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to afford 2-bromo-N-(2-methoxyethyl)acetamide as a white solid in 75% yield.
Workup
- washThe reaction mixture was then washed with water (100 ml) and saturated aqueous sodium chloride (2×100 ml)
- customThe organic layer was separated
- dry with materialdried over anhydrous sodium sulfate
- customthe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-613d84fdc96241ae9422e095dbc66f88
- Source dataset
- uspto-grants-2012_07
- Patent number
- US08232267B2
Reaction notes
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