Pyridine → 5-Fluoroindanone oxime

HRID 850024Notes

Reaction equation

HRID 850024 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.N1C=CC=CC=1.Cl.[NH2:19][OH:20]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[N:19][OH:20])[CH2:6][CH2:5]2

Participants

5

Reactant 3

HCID 1049PyridineHCID 1365375-Fluoro-1-indanoneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 736055205-Fluoroindanone oximeYield 96.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.5 g (30 mmol) of 5-fluoro-1-indanone and 20 ml of pyridine and 20 ml of ethanol were heated to 80° C. with 2.3 g (33 mmol) of hydroxylamine hydrochloride for 6 h. The solvents were distilled off, the residue was stirred with water and the precipitate was filtered off with suction and dried under reduced pressure. This procedure gave 4.8 g of 5-fluoro-1-indanoneoxime; m.p. 150-155° C.

Workup

  1. distillationThe solvents were distilled off
  2. filtrationthe precipitate was filtered off with suction
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-d3f997aa598648feb6101a519037e2ab
Source dataset
uspto-grants-2000_01
Patent number
US06015822

Reaction notes

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