Hydroxyamine hydrochloride → HCID 18406979, compound

HRID 842014Notes

Reaction equation

HRID 842014 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1/[C:11](=[CH:15]\[N:16](C)C)/[C:12](=[O:14])[CH3:13].NO.Cl>CCO>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[CH:15]=[N:16][O:14][C:12]=1[CH3:13]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 18406971HCID 18406971, compound

Product 1

HCID 18406979HCID 18406979, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Dissolve (3E)-3-(2,4-dimethoxyphenyl)-4-(dimethylamino)but-3-en-2-one (5.1 g, 20.6 mmol) in EtOH (50 mL) and add NH2OH.HCl (3.05 g, 44.0 mmol). Heat to reflux under N2 for 20 minutes. Cool and evaporate to red-brown oil. Dissolve in CH2Cl2, dry over Na2SO4, filter and concentrate to red-brown oil (4.4 g). Use without further purification. LCMS=220.2 (MH+); 218.2 (M−).

Workup

  1. temperatureHeat
  2. temperatureto reflux under N2 for 20 minutes
  3. temperatureCool
  4. customevaporate to red-brown oil
  5. dissolutionDissolve in CH2Cl2
  6. dry with materialdry over Na2SO4
  7. filtrationfilter
  8. concentrationconcentrate to red-brown oil (4.4 g)
  9. customUse without further purification

Sources & evidence

ORD record
ord-5c126bc0d9b144089e2937e92bb85b54
Source dataset
uspto-grants-2002_04
Patent number
US06372743B1

Reaction notes

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