Ethylamine → 3-(ethylamino)-N-methylpropanamide

HRID 2234389Notes

Reaction equation

HRID 2234389 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

  1. customwas sealed
  2. customirradiated at 140° C. for 30 mins
  3. temperatureto cool
  4. washwashing with methanol (100 mL)
  5. washeluting the desired product with 7 N methanolic ammonia (100 mL)
  6. concentrationConcentration under reduced pressure of product
  7. additioncontaining fractions

Sources & evidence

ORD record
ord-3144ea589d6342d2b1d3c024862215ab
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Reaction notes

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