Hydroxyamine hydrochloride → HCID 53628321, compound

HRID 1627004Notes

Reaction equation

HRID 1627004 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].Cl.[NH2:14][OH:15].C([O-])(=O)C.[Na+]>C(O)C.O>[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[N:14][OH:15])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11]

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 5981294-Fluoro-3-nitrobenzaldehyde

Product 1

HCID 53628321HCID 53628321, compoundYield 89.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

In a mixture of ethanol (20 mL) and water (10 mL), 4-fluoro-3-nitrobenzaldehyde (2 g), hydroxylamine hydrochloride (1.07 g) and sodium acetate (1.45 g) were dissolved, and the mixture was stirred at room temperature for 6 hours. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 2-fluoro-5-hydroxyiminomethylnitrobenzene (1.95 g).

Workup

  1. dissolutionwere dissolved
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1a7fadccbf164ec7a6e18ca39df14cd3
Source dataset
uspto-grants-2014_07
Patent number
US08785485B2

Reaction notes

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