Ethanol → N-[(2,6-difluorophenyl)methylidene]hydroxylamine

HRID 434036Notes

Reaction equation

HRID 434036 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH:4]=O.Cl.[NH2:12][OH:13].[OH-].[Na+].C(O)C>O>[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH:4]=[N:12][OH:13]

Participants

6

Reactant 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 1362842,6-DifluorobenzaldehydeHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 698216N-[(2,6-difluorophenyl)methylidene]hydroxylamineYield 110.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a fashion similar to that for preparation 13, 2,6-difluorobenzaldehyde (5.00 g, 35.2 mmol), hydroxylamine hydrochloride (2.93 g, 29.6 mmol), NaOH (7.04 g in 7.0 ml of water), ethanol (15 ml), water (15 ml), and ice (30 g) afforded 2,6-difluorobenzaldehyde oxime (5.13 g, 93%).

Sources & evidence

ORD record
ord-eb167c0a7f7d43698e1aa65b13254010
Source dataset
uspto-grants-2003_12
Patent number
US06670373B1

Reaction notes

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