Sodium hydride → HCID 13825040、化合物

HRID 648503ノート

反応式

HRID 648503 の反応式
[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

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 13825039HCID 13825039、化合物HCID 178418431pyridine-4-thiol

生成物 1

HCID 13825040HCID 13825040、化合物収率 81.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-55e096191cbf498fa9dbc524d63042ae
出典データセット
uspto-grants-1988_04
特許番号
US04735952

反応ノート

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