Ethanol → HCID 86747927, compound

HRID 1109806Notes

Reaction equation

HRID 1109806 reaction equation
[S:1]([O-:5])([O-:4])(=[O:3])=[O:2].[OH:6][NH3+:7].O[NH3+].[OH-].[Na+].[CH2:12]([OH:14])[CH3:13]>C(O)(=O)C>[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[NH2:7][OH:6].[CH2:12]([OH:14])[CH3:13]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 24846Hydroxylamine sulfate

Product 1

HCID 86747927HCID 86747927, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture was prepared from 25% aqueous hydroxylammonium sulfate (39.0 g, 0.060 mol) and 50% aqueous sodium hydroxide (9.6 g, 0.12 mol). 40 mL of ethanol was then added and the mixture was allowed to cool to room temperature and filtered to remove sodium sulfate. The filtered solution was placed in a 250-mL, 3-necked flask equipped with a reflux condenser, thermometer, heating mantle, stirrer, pH electrode, and dropping funnel. Then an α,β-unsaturated ester (ethyl crotonate or ethyl acrylate) (0.10 mole) was added and the mixture was stirred at room temperature for 60 minutes. Then an α,β-unsaturated carbonyl compound (0.125 mole) was added all at once. About 10 mL of acetic acid was added to lower the pH to below 4.0 and the reaction mixture was heated to reflux for 3 to 5 hours.

Workup

  1. filtrationfiltered
  2. customto remove sodium sulfate
  3. customequipped with a reflux condenser
  4. temperaturethermometer, heating mantle
  5. customstirrer, pH
  6. temperaturethe reaction mixture was heated
  7. temperatureto reflux for 3 to 5 hours

Sources & evidence

ORD record
ord-f360ed3a53f249d5889f4b629240ab16
Source dataset
uspto-grants-1994_06
Patent number
US05322948

Reaction notes

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