Hydroxyamine hydrochloride → Methyl {4-[(hydroxyimino)methyl]phenoxy}acetate

HRID 1838768Notes

Reaction equation

HRID 1838768 reaction equation
[CH:1]([C:3]1[CH:14]=[CH:13][C:6]([O:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1)=O.Cl.[NH2:16][OH:17].C([O-])(=O)C.[Na+]>CO.O>[OH:17][N:16]=[CH:1][C:3]1[CH:14]=[CH:13][C:6]([O:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 758214Methyl 2-(4-formylphenoxy)acetate

Product 1

HCID 73461790Methyl {4-[(hydroxyimino)methyl]phenoxy}acetate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

24.4 g of methyl 2-(4-formylphenoxy)acetate are dissolved in 300 ml methanol and then 9.6 g hydroxylamine hydrochloride and 11.33 g sodium acetate are added. The mixture is stirred overnight, then diluted with 1.2 l water and cooled. The precipitate is filtered off by suction, washed with cold water and dried under reduced pressure. This gives 18.43 g of the title compound. The mass spectrum shows the molecular peak MH+ at 210 Da.

Workup

  1. temperaturecooled
  2. filtrationThe precipitate is filtered off by suction
  3. washwashed with cold water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-fcb08735faee4bf3bcdbd6ea12ef0541
Source dataset
uspto-grants-2004_01
Patent number
US06673786B1

Reaction notes

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