Carbon Tetrachloride → 2,4-Dichloro-5-(trichloromethyl)pyridine

HRID 605557ノート

反応式

HRID 605557 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][C:3]=1CO.S(Cl)(Cl)(=O)=O.[C:16]([Cl:20])(Cl)([Cl:18])[Cl:17]>>[Cl:8][C:6]1[CH:7]=[C:2]([Cl:1])[C:3]([C:16]([Cl:20])([Cl:18])[Cl:17])=[CH:4][N:5]=1

参加物

4

反応物 3

HCID 5943Carbon TetrachlorideHCID 24648Sulfuryl chlorideHCID 2762727(4,6-Dichloropyridin-3-yl)methanol

生成物 1

HCID 184714252,4-Dichloro-5-(trichloromethyl)pyridine収率 12%

実験手順

To a solution of (4,6-dichloropyridin-3-yl)methanol (7 g, 39 mmol) in CCl4 (200 mL), was added sulfuryl dichloride (120 mL) dropwise with stirring. The resulting solution was heated at reflux overnight. The mixture was concentrated and the pH was adjusted to pH 8 by the addition of NaHCO3 (2N). The resulting solution was extracted with EtOAc (2×100 mL) and the organic layers were combined and dried over Na2SO4. The residue was purified by silica gel column chromatography to afford 1.2 g (12%) of 2,4-dichloro-5-(trichloromethyl)pyridine.

後処理

  1. temperatureThe resulting solution was heated
  2. temperatureat reflux overnight
  3. concentrationThe mixture was concentrated
  4. additionthe pH was adjusted to pH 8 by the addition of NaHCO3 (2N)
  5. extractionThe resulting solution was extracted with EtOAc (2×100 mL)
  6. dry with materialdried over Na2SO4
  7. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-33040c7e138f4ba490e102c4c11b75a5
出典データセット
uspto-grants-2011_03
特許番号
US07915253B2

反応ノート

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