Sodium Hydroxide → HCID 22666263, compound

HRID 1007930Notes

Reaction equation

HRID 1007930 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[NH2:14])[CH2:5][CH2:6][O:7][CH2:8][CH2:9][OH:10].C(=O)([O-])O.[Na+].C(=O)(O)[O-].[CH:24]([CH:26]=O)=O.[Na+].[OH-].[Na+]>O.C(OCC)(=O)C>[N:14]1[C:13]2[C:2](=[CH:3][C:4]([CH2:5][CH2:6][O:7][CH2:8][CH2:9][OH:10])=[CH:11][CH:12]=2)[N:1]=[CH:26][CH:24]=1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 22666388HCID 22666388, compoundHCID 23669177HCID 23669177, compound

Product 1

HCID 22666263HCID 22666263, compoundYield 43.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

In 20 mL of water is dissolved 1.50 g of 2-[(3,4-diaminophenethyl)oxy]-1-ethanol. After adjusting pH of the solution to 6.5 with sodium hydrogen carbonate, 2.22 g of sodium glyoxal bicarbonate is added at 60° C., and the mixture thus formed is stirred at the same temperature as above for 30 minutes. Ethyl acetate is added to the reaction mixture, pH is adjusted to 10 with 2 mol/L aqueous solution of sodium hydroxide, and the organic layer is separated. The organic layer is washed with saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure to obtain 0.73 g of 2-[2-(6-quinoxalinyl)-ethoxy]-1-ethanol as an oily product.

Workup

  1. additionis added at 60° C.
  2. customthe mixture thus formed
  3. customthe organic layer is separated
  4. washThe organic layer is washed with saturated aqueous solution of sodium chloride
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-c01064705c1c417b8912a51f564cade6
Source dataset
uspto-grants-2004_09
Patent number
US06797726B1

Reaction notes

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