Thiophenol → 2-((Phenylthio)methyl)pyridine

HRID 72639

反応式

HRID 72639 の反応式
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[F-].[Cs+].Cl[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1>CN(C=O)C>[C:1]1([S:7][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 7969ThiophenolHCID 10796Cesium carbonateHCID 23393Picolyl chlorideHCID 25953Cesium fluoride

生成物 1

HCID 1944222-((Phenylthio)methyl)pyridine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
55 °C

実験手順

Thiophenol 2(2) (2.77 g, 0.025 mol), cesium carbonate (24.65 g, 0.075 mol) and catalytical amount of cesium fluoride were added successively to a solution of 2-chloromethylpyridine 6(1) (1.13 g, 0.017 mol) in absolute DMF (28 ml). The reaction mixture was stirred at 50-60° C. for 2 h in argon current and left for night at 20° C. Solvent was removed in vacuo, the residue was dissolved in water, the reaction product was extracted with CH2Cl2, dried over MgSO4, solvent was evaporated in vacuo. It gave 2-phenylsulphanylmethylpyridine 6(2), 3.2 g, (95%).

後処理

  1. waitleft for night at 20° C
  2. customSolvent was removed in vacuo
  3. dissolutionthe residue was dissolved in water
  4. extractionthe reaction product was extracted with CH2Cl2
  5. dry with materialdried over MgSO4, solvent
  6. customwas evaporated in vacuo

出典と根拠

ORDレコード
ord-732657db7ea443d1bfa53512ad456a36
出典データセット
uspto-grants-2014_09
特許番号
US08829002B2

関連ノート

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