Hydroxyamine hydrochloride → HCID 86611440, compound

HRID 19713Notes

Reaction equation

HRID 19713 reaction equation
Cl.[NH2:2][OH:3].[CH3:4][O:5][C:6]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:7]=1[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[O:16][CH3:17])=O>C(O)C.N1C=CC=CC=1>[CH3:4][O:5][C:6]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:7]=1[C:8](=[N:2][OH:3])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[O:16][CH3:17]

Participants

5

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 35071642,2',4-Trimethoxybenzophenone

Product 1

HCID 86611440HCID 86611440, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1049PyridineSolvent

Procedure

Hydroxylamine hydrochloride (4.98 g, 71.7 mmol) is added to a solution of 2,2′,4-tri-methoxybenzophenone (J. Org. Chem. 1996, 61, 6326; 6.5 g, 23.9 mmol) in ethanol (50 ml) and pyridine (10 ml). The mixture is heated at reflux for 2 hours and the solvent evaporated. The residue is partitioned between dichloromethane and 2 M aqueous HCl and the organic phase is washed with water, brine, dried (MgSO4) and evaporated to afford the title compound.

Workup

  1. temperatureThe mixture is heated
  2. temperatureat reflux for 2 hours
  3. customthe solvent evaporated
  4. customThe residue is partitioned between dichloromethane and 2 M aqueous HCl
  5. washthe organic phase is washed with water, brine
  6. dry with materialdried (MgSO4)
  7. customevaporated

Sources & evidence

ORD record
ord-12ae7e9407a74a3cacaa6b65409fc560
Source dataset
uspto-grants-2010_06
Patent number
US07745462B2

Reaction notes

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