Ethanol → 4-Bromo-2-fluorobenzaldehyde oxime

HRID 434047Notes

Reaction equation

HRID 434047 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[C:4]([F:10])[CH:3]=1.Cl.[NH2:12][OH:13].[OH-].[Na+].C(O)C>O>[F:10][C:4]1[CH:3]=[C:2]([Br:1])[CH:9]=[CH:8][C:5]=1[CH:6]=[N:12][OH:13]

Participants

6

Reactant 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 1435174-Bromo-2-fluorobenzaldehydeHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 27733254-Bromo-2-fluorobenzaldehyde oximeYield 77%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a fashion similar to that for preparation 13, 4-bromo-2-fluorobenzaldehyde (5.00 g, 24.6 mmol), hydroxylamine hydrochloride (2.05 g, 29.6 mmol), NaOH (4.92 g, 61.5 mmol; in a 50% by weight solution), ethanol (15 ml), water (15 ml), and ice (30 g) gave the title compound (4.12 g, 77%) which was used without purification.

Sources & evidence

ORD record
ord-bc12d29d87334f82851c59e826c45360
Source dataset
uspto-grants-2003_12
Patent number
US06670373B1

Reaction notes

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