Ethanol → 2,4-Difluoro-benzaldehyde oxime

HRID 434043Notes

Reaction equation

HRID 434043 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.Cl.[NH2:12][OH:13].[OH-].[Na+].C(O)C>O>[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[N:12][OH:13]

Participants

6

Reactant 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 737702,4-DifluorobenzaldehydeHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 533950272,4-Difluoro-benzaldehyde oximeYield 84%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In a fashion similar to that for preparation 13, 2,4-difluorobenzaldehyde (5.00 g, 35.2 mmol), hydroxylamine hydrochloride (2.94 g, 42.3 mmol), NaOH (7.04 g, 88.0 mmol; as a 50% solution by weight in water), ethanol (15 ml), H2O (15 ml), and ice (30 g) gave 2,4-difluorobenzaldehyde oxime (4.62 g, 84%) which was used without purification.

Sources & evidence

ORD record
ord-bf1ca6fc4c88446fa1d54eab536f3545
Source dataset
uspto-grants-2003_12
Patent number
US06670373B1

Reaction notes

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