Potassium Carbonate → HCID 21460379, compound

HRID 1941211Notes

Reaction equation

HRID 1941211 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[N:18]([CH2:21][C:22](Cl)=[O:23])=[N+:19]=[N-:20]>CC(C)=O>[N:18]([CH2:21][C:22]([NH:11][CH2:10][CH2:9][O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:23])=[N+:19]=[N-:20]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 5338682-(Benzyloxy)ethanamineHCID 109095582-azidoacetyl Chloride

Product 1

HCID 21460379HCID 21460379, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 2-benzyloxyethylamine (15 g) and potassium carbonate (40 g) in acetone (400 ml) was treated dropwise with azidoacetyl chloride at 20° C. After stirring for 3 h at room temperature, the mixture was filtered and concentrated in vacuo. Dichloromethane (800 ml) was added, and the solution was washed with aq. sodium bicarbonate. The organic phase was dried over magnesium sulfate. Removal of solvent in vacuo gave a yellow oil which was filtered through silica gel with ethyl acetate. Removal of the solvent in vacuo gave 6a as a colorless oil. Yield: 22 g.

Workup

  1. filtrationthe mixture was filtered
  2. concentrationconcentrated in vacuo
  3. additionDichloromethane (800 ml) was added
  4. washthe solution was washed with aq. sodium bicarbonate
  5. dry with materialThe organic phase was dried over magnesium sulfate
  6. customRemoval of solvent in vacuo
  7. customgave a yellow oil which
  8. filtrationwas filtered through silica gel with ethyl acetate
  9. customRemoval of the solvent in vacuo

Sources & evidence

ORD record
ord-935bbab320c14f9ea0feebed7df66a7a
Source dataset
uspto-grants-1997_12
Patent number
US05703087

Reaction notes

Loading…