Diethylamine → HCID 15057242, compound

HRID 2073746Notes

Reaction equation

HRID 2073746 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[C:7]([O:15][CH3:16])[CH:6]=1)=[O:4].[CH2:17]([NH:19][CH2:20][CH3:21])[CH3:18]>CCO>[CH2:17]([N:19]([CH2:20][CH3:21])[CH2:2][C:3]([C:5]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[C:7]([O:15][CH3:16])[CH:6]=1)=[O:4])[CH3:18]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 36857322-Bromo-1-(3,4,5-trimethoxyphenyl)ethanone

Product 1

HCID 15057242HCID 15057242, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 100 mL of EtOH is added 28.9 g (0.1 mol) of 2-bromo-1-(3,4,5-trimethoxyphenyl)ethanone and 9.0 g (0.2 mol) of diethylamine. Reflux the reaction mixture and monitor by thin-layer chromatography. Upon completion of the reaction remove the solvent in vacuo and add 100 mL of 5% Na2CO3 solution and extract with Et2O. Dry the organic layer with Na2SO4. Filter off the drying agent and evaporate the solvent in vacuo to obtain the title compound.

Workup

  1. temperatureReflux the reaction mixture and monitor by thin-layer chromatography
  2. customUpon completion of the reaction remove the solvent in vacuo
  3. additionadd 100 mL of 5% Na2CO3 solution
  4. extractionextract with Et2O
  5. dry with materialDry the organic layer with Na2SO4
  6. filtrationFilter off the drying agent
  7. customevaporate the solvent in vacuo

Sources & evidence

ORD record
ord-3e03458426f847eebea81ad0aa51d720
Source dataset
uspto-grants-1990_04
Patent number
US04920116

Reaction notes

Loading…