Ethylamine → 3-(ethylamino)-N-methylpropanamide
Reaction equation
[CH3:1][NH:2][C:3](=[O:6])[CH:4]=[CH2:5].[CH2:7]([NH2:9])[CH3:8]>>[CH2:7]([NH:9][CH2:5][CH2:4][C:3]([NH:2][CH3:1])=[O:6])[CH3:8]Participants
3
Procedure
N-methylacrylamide (ABCR: 851 mg, 10.00 mmol) and ethylamine (2 M in methanol, 10 mL, 20.00 mmol) were combined in a microwave reaction vessel, which was sealed and irradiated at 140° C. for 30 mins. The reaction mixture was allowed to cool and then loaded directly onto a 50 g SCX-2 cartridge, washing with methanol (100 mL) and eluting the desired product with 7 N methanolic ammonia (100 mL). Concentration under reduced pressure of product containing fractions gave the title compound as a clear oil (1.285 g; 99%)
Workup
- customwas sealed
- customirradiated at 140° C. for 30 mins
- temperatureto cool
- washwashing with methanol (100 mL)
- washeluting the desired product with 7 N methanolic ammonia (100 mL)
- concentrationConcentration under reduced pressure of product
- additioncontaining fractions
Sources & evidence
- ORD record
- ord-3144ea589d6342d2b1d3c024862215ab
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07709471B2
Reaction notes
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