Water → 5-Fluoroindanone oxime

HRID 375599Notes

Reaction equation

HRID 375599 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=O)[CH2:6][CH2:5]2.Cl.[NH2:13][OH:14].C(=O)([O-])[O-].[K+].[K+].O>C(O)C>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[N:13][OH:14])[CH2:6][CH2:5]2

Participants

6

Reactant 4

HCID 962Water2×HCID 11430Potassium Carbonate2×HCID 1365375-Fluoro-1-indanoneHCID 443297Hydroxyamine hydrochloride2×

Product 1

HCID 736055205-Fluoroindanone oximeYield 89.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5-fluoroindanone (10 g), hydroxylamine hydrochloride (9 g), potassium carbonate (23 g) and water (3.5 ml) in 96% ethanol (40 ml) was heated to reflux, cooled to ca 45 and additional hydroxylamine hydrochloride (4.5 g) and potassium carbonate (11.5 g) were added and refluxed for an additional 30 min. At this time the mixture was poured into cold water (300 ml) and stirred in an ice bath for one hour; 5-fluoroindanone oxime (9.8 g) was isolated by filtration.

Workup

  1. temperatureto reflux
  2. additionwere added
  3. temperaturerefluxed for an additional 30 min

Sources & evidence

ORD record
ord-a0694491accd4312b4eecfdfa7649df8
Source dataset
uspto-grants-1996_01
Patent number
US05486541

Reaction notes

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