Hydroxyamine hydrochloride → HCID 72275883, compound

HRID 386730Notes

Reaction equation

HRID 386730 reaction equation
[CH:1]([C:3]1[CH:13]=[CH:12][C:6]([CH2:7][NH:8][C:9](=[O:11])[CH3:10])=[CH:5][CH:4]=1)=O.Cl.[NH2:15][OH:16].C([O-])(=O)C.[Na+]>C(O)C.O.C(OC)(C)(C)C>[OH:16][N:15]=[CH:1][C:3]1[CH:13]=[CH:12][C:6]([CH2:7][NH:8][C:9](=[O:11])[CH3:10])=[CH:5][CH:4]=1

Participants

7

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 12022854HCID 12022854, compound

Product 1

HCID 72275883HCID 72275883, compoundYield 97.6%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 15413tert-Butyl methyl etherSolvent

Procedure

A solution of N-(4-formylbenzyl)acetamide (1.7 g), hydroxylamine hydrochloride (1.0 g) and sodium acetate (1.0 g) in ethanol (10 mL) and water (6 mL) was stirred for one hour at room temperature. After the reaction solution was diluted with t-butylmethylether, the solution was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to yield crude N-{4-[(hydroxyimino)methyl]-benzyl}acetamide (1.8 g).

Workup

  1. washthe solution was washed with water and saturated brine
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-9b467b1f61fd4e85b3521f8bf759496c
Source dataset
uspto-grants-2013_02
Patent number
US08372867B2

Reaction notes

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