Hydrochloric Acid → HCID 73752897, compound

HRID 1872385Notes

Reaction equation

HRID 1872385 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:13]=[CH:12][C:8]([CH:9]=[N:10][OH:11])=[CH:7][CH:6]=1)=[O:4].[ClH:14].OOS([O-])=O.[K+]>CN(C)C=O.O1CCOCC1>[Cl-:14].[CH3:1][O:2][C:3]([C:5]1[CH:13]=[CH:12][C:8]([CH:9]=[N:10][OH:11])=[CH:7][CH:6]=1)=[O:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6804457Methyl 4-(hydroxyiminomethyl)benzoateHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 73752897HCID 73752897, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-methoxycarbonylbenzaldehyde oxime (896 mg) in N,N-dimethylformamide (10 ml) was added 4N-hydrochloride acid in 1,4-dioxane (1.38 ml) and oxone® (1.69 g). The suspension was stirred at ambient temperature for 16 hours and poured into ice-water. The object compound was extracted with ethyl acetate and the organic layer was washed with brine, dried over magnesium sulfate. The solvents were removed under reduced pressure to give 4-Methoxycarbonylbenzaldehyde oxime chloride (1.05 g).

Workup

  1. extractionThe object compound was extracted with ethyl acetate
  2. washthe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-ea13b6c2ec7f43cf8d7d3b993897a893
Source dataset
uspto-grants-2000_08
Patent number
US06107458

Reaction notes

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