Sodium Hydroxide → HCID 178510913, compound

HRID 967751Notes

Reaction equation

HRID 967751 reaction equation
Cl.[NH2:2][OH:3].[OH-].[Na+].[C:6](#[N:15])[CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(O)C>[OH:3][NH:2][C:6](=[NH:15])/[CH:7]=[CH:8]/[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 746673-Phenylprop-2-enenitrileHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178510913HCID 178510913, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of hydroxylamine hydrochloride (690 mg, 10 mmol) in ethanol was added NaOH (400 mg, 10 mmol), followed by cinnamonitrile (1.3 g, 10 mmol). This mixture was heated to reflux for 16 h. The ethanol was removed in vacuo, the residue was acidified with 3M HCl (5 mL) and the solution was boiled for 30 minutes. The cooled solution was made basic (pH 8) with NH4OH, and partitioned between water and ethyl acetate. The organics were concentrated to give a sticky white mass which was used without further purification.

Workup

  1. temperatureThis mixture was heated
  2. temperatureto reflux for 16 h
  3. customThe ethanol was removed in vacuo
  4. custompartitioned between water and ethyl acetate
  5. concentrationThe organics were concentrated
  6. customto give a sticky white mass which
  7. customwas used without further purification

Sources & evidence

ORD record
ord-24435e0fb18043b89f2981071e6a4835
Source dataset
uspto-grants-2005_10
Patent number
US06956049B1

Reaction notes

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