Dimethylformamide → 1-(2-Chloroethyl)-4-(4-fluorobenzoyl)piperidine hydrochloride

HRID 2458

反応式

HRID 2458 の反応式
[F:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15]O)[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.CN(C=O)C.S(Cl)([Cl:26])=O>C(Cl)Cl>[ClH:26].[Cl:26][CH2:15][CH2:14][N:11]1[CH2:12][CH2:13][CH:8]([C:6](=[O:7])[C:5]2[CH:17]=[CH:18][C:2]([F:1])=[CH:3][CH:4]=2)[CH2:9][CH2:10]1

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 148921654-(4-Fluorobenzoyl)-1-(2-hydroxyethyl)piperidine

生成物 1

HCID 675753381-(2-Chloroethyl)-4-(4-fluorobenzoyl)piperidine hydrochloride収率 96.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

In an atmosphere of dry air, 4-(4-fluorobenzoyl)-1-(2-hydroxyethyl)piperidine (1.96 g, 7.8 mmol) was dissolved in methylene chloride (10 ml) to which, with cooling in an ice bath, were subsequently added dropwise DMF (0.1 ml) and thionyl chloride (2.5 ml, 34.2 mmol). After 7 hours of stirring at room temperature, the solvent was removed by evaporation, and the resulting residue was subjected to azeotropic distillation using benzene (15 ml×2). Thereafter, the thus obtained residue was washed with an ether-methylene chloride (4:1) mixture solution (30 ml) to obtain 2.3 g (96.3%) of the title compound in the form of light beige powder.

後処理

  1. temperaturewith cooling in an ice bath
  2. customthe solvent was removed by evaporation
  3. distillationthe resulting residue was subjected to azeotropic distillation
  4. washThereafter, the thus obtained residue was washed with an ether-methylene chloride (4:1) mixture solution (30 ml)

出典と根拠

ORDレコード
ord-761b0c03342a44cd91f901367699772b
出典データセット
uspto-grants-1998_03
特許番号
US05728835

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