Triethylamine → HCID 20277905, compound

HRID 1248436Notes

Reaction equation

HRID 1248436 reaction equation
[CH2:1]([NH:8][C:9](=[O:13])[CH2:10][CH2:11]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:14]([NH2:18])[C:15](=[CH2:17])[CH3:16].C(N(CC)CC)C.C(OCC)(=O)C>CN(C)C=O>[CH2:14]([NH:18][CH2:11][CH2:10][C:9]([NH:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:13])[C:15](=[CH2:16])[CH3:17]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 761412-MethylallylamineHCID 236377n-benzyl-3-bromopropanamide

Product 1

HCID 20277905HCID 20277905, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-Benzyl-3-bromopropanamide (6 g), methallylamine (1.9 g) and triethylamine (3.5 ml) in dimethylformamide (12 ml) were heated together under reflux for 21/4 hr, then poured into ethyl actate (100 ml). The organic phase was washed with water (2×100 ml), saturated brine (100 ml) and dried over magnesium sulphate. Removal of the solvent under reduced pressure gave a yellow oil which produced the title compound in 17% yield after column chromatography using ethyl acetate:ethanol (1:1) as eluent.

Workup

  1. temperatureunder reflux for 21/4 hr
  2. washThe organic phase was washed with water (2×100 ml), saturated brine (100 ml)
  3. dry with materialdried over magnesium sulphate
  4. customRemoval of the solvent under reduced pressure
  5. customgave a yellow oil which

Sources & evidence

ORD record
ord-1c1a9182564646e6a73a3d47b8f5d6fd
Source dataset
uspto-grants-1985_06
Patent number
US04524073

Reaction notes

Loading…