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

HRID 2458

반응식

HRID 2458 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-761b0c03342a44cd91f901367699772b
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05728835

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