2-(Dimethylamino)ethanol → Methanone, (2,4-difluorophenyl)-4-piperidinyl-, oxime, hydrochloride (1:1)

HRID 1270668

Reaction equation

HRID 1270668 reaction equation
[ClH:1].[F:2][C:3]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:4]=1[C:10]([CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)=O.Cl.[NH2:19][OH:20].CN(C)CCO>C(O)C>[ClH:1].[F:2][C:3]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:4]=1[C:10]([CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)=[N:19][OH:20]

Participants

5

Reactant 3

HCID 79022-(Dimethylamino)ethanolHCID 443297Hydroxyamine hydrochlorideHCID 18759874(2,4-Difluorophenyl)(piperidin-4-yl)methanone--hydrogen chloride (1/1)

Product 1

HCID 57357481Methanone, (2,4-difluorophenyl)-4-piperidinyl-, oxime, hydrochloride (1:1)Yield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

30 g of 2,4-difluorophenyl(4-piperidinyl)methanone hydrochloride obtained in step B) and 30 g of hydroxylamine hydrochloride were added to 50 ml of ethanol. 29.5 ml of N,N-dimethylethanolamine was added thereto dropwise while stirring at room temperature, and then the mixture was refluxed for 3 hours. The reaction mixture was cooled to room temperature, and the precipitated solid was filtered and dried to obtain 26.4 g of the title compound as a white crystal (yield: 96%).

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. temperatureThe reaction mixture was cooled to room temperature
  3. filtrationthe precipitated solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-e4c293613d3b4d9db7b86a2aa5996cfb
Source dataset
uspto-grants-2007_04
Patent number
US07202360B2

Linked notes

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