Sodium hydride → HCID 13825040, 화합물

HRID 648503노트

반응식

HRID 648503 반응식
[H-].[Na+].Cl[CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:11])[CH2:6][CH2:5]1.[SH:19][C:20]1[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=1>CN(C)C=O>[N:23]1[CH:24]=[CH:25][C:20]([S:19][CH:4]2[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[O:11])[CH2:6][CH2:5]2)=[CH:21][CH:22]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 13825039HCID 13825039, 화합물HCID 178418431pyridine-4-thiol

생성물 1

HCID 13825040HCID 13825040, 화합물수율 81.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

60% Sodium hydride dispersion in a mineral oil (2.40 g) was slowly added to an ice-cooled solution of phenyl 4-chloro-1-piperidine-carboxylate (15.2 g) and 4-mercaptopyridine (6.66 g) in dry N,N-dimethylformamide (150 ml) with stirring under nitrogen gas. The mixture was stirred at the same temperature for 30 minutes and then at 80° C. for 4.5 hours. The resultant reaction mixture was poured into ice-water and extracted with diethyl ether. The extract was washed with water, dried over magnesium sulfate, and concentrated to dryness in vacuo. The crystalline residue was recrystallized from a mixture of n-hexane and isopropanol to give phenyl 4-[(4-pyridyl)thio]-1-piperidine-carboxylate (15.4 g) as colourless crystals.

후처리

  1. stirringThe mixture was stirred at the same temperature for 30 minutes
  2. customThe resultant reaction mixture
  3. extractionextracted with diethyl ether
  4. washThe extract was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated to dryness in vacuo
  7. customThe crystalline residue was recrystallized from a mixture of n-hexane and isopropanol

출처 및 근거

ORD 기록
ord-55e096191cbf498fa9dbc524d63042ae
출처 데이터셋
uspto-grants-1988_04
특허 번호
US04735952

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