Pyridine → 1-(2,4-Dichlorophenyl)-propan-2-one oxime

HRID 2381259Notes

Reaction equation

HRID 2381259 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10](=O)[CH3:11].Cl.[NH2:14][OH:15].N1C=CC=CC=1>CO>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10](=[N:14][OH:15])[CH3:11]

Participants

5

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 27341022,4-Dichlorophenylacetone

Product 1

HCID 767875161-(2,4-Dichlorophenyl)-propan-2-one oximeYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1-(2,4-dichlorophenyl)-propan-2-one (3.46 g, 16.7 mmole) in methanol (40 ml) was treated with hydroxylamine hydrochloride (1.40 g, 20.6 mmol) followed by pyridine (1.7 ml, 20.6 mmol). The resulting mixture was stirred at ambient temperature over night for 16 hours. The reaction mixture was poured onto water (200 ml). The solid product was collected by filtration, washed with water and dried (40° C., 100 mbar). 3.63 g (100% of theory) of 1-(2,4-dichlorophenyl)-propan-2-one oxime was obtained in form of a white solid (m.p. 120-124° C.).

Workup

  1. additionThe reaction mixture was poured onto water (200 ml)
  2. filtrationThe solid product was collected by filtration
  3. washwashed with water
  4. customdried (40° C., 100 mbar)

Sources & evidence

ORD record
ord-c439a8191fa3444a9c6465158443decf
Source dataset
uspto-grants-2012_09
Patent number
US08258169B2

Reaction notes

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