Sodium Carbonate → HCID 136087609, compound

HRID 861427Notes

Reaction equation

HRID 861427 reaction equation
[CH2:1]([C:4]1[CH:9]=[C:8]([C:10]#[N:11])[CH:7]=[CH:6][C:5]=1[OH:12])[CH:2]=[CH2:3].Cl.[NH2:14][OH:15].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:1]([C:4]1[CH:9]=[C:8]([CH:7]=[CH:6][C:5]=1[OH:12])[C:10](=[N:14][OH:15])[NH2:11])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 2584423-Allyl-4-hydroxybenzonitrileHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 136087609HCID 136087609, compoundYield 82.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-allyl-4-cyanophenol (5.5 g), hydroxylamine hydrochloride (8.5 g) and sodium carbonate (6.1 g) in aqueous ethanol was heated at reflux for 3 hours. The solution was cooled to ambient temperature and the ethanol was removed by evaporation. The solid was collected by filtration, dissolved in ethanol and the solution was filtered. The filtrate was evaporated and the residual solid was triturated with hexane to give 3-allyl-4-hydroxybenzamidoxime as a solid (5.5 g), m.p. 144° C.

Workup

  1. temperatureat reflux for 3 hours
  2. customthe ethanol was removed by evaporation
  3. filtrationThe solid was collected by filtration
  4. dissolutiondissolved in ethanol
  5. filtrationthe solution was filtered
  6. customThe filtrate was evaporated
  7. customthe residual solid was triturated with hexane

Sources & evidence

ORD record
ord-fa68b737bee540c3a23ea665129b0621
Source dataset
uspto-grants-1998_02
Patent number
US05714496

Reaction notes

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