Sodium Hydroxide → 2-(5-Chloropentyl)pyridine

HRID 1110478ノート

反応式

HRID 1110478 の反応式
S(Cl)([Cl:3])=O.[N:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]O.[OH-].[Na+]>ClCCl>[Cl:3][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][N:5]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 143474782-Pyridinepentanol

生成物 1

HCID 147508302-(5-Chloropentyl)pyridine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-5 °C

実験手順

A solution of 4.1 mL of thionyl chloride in 30 mL of dichloromethane was added over 10 minutes to a stirred solution of 6.65 g of 2-pyridinepentanol in 60 mL of dichloromethane maintained at -5° C. After the addition was complete, the mixture was stirred at room temperature for 17 hours, then was rechilled to 5° C. as 150 ml of 1N NaOH was added dropwise over 10 minutes. The layers were separated and the aqueous layer was extracted with 75 mL of dichloromethane. The organic layers were washed with brine, then were combined, dried (K2CO3) and evaporated to yield 7.4 g of 2-(5-chloropentyl)pyridine as an oil.

後処理

  1. additionAfter the addition
  2. additionwas added dropwise over 10 minutes
  3. customThe layers were separated
  4. extractionthe aqueous layer was extracted with 75 mL of dichloromethane
  5. washThe organic layers were washed with brine
  6. dry with materialdried (K2CO3)
  7. customevaporated

出典と根拠

ORDレコード
ord-cdd82089eb394fbaa16497604a394029
出典データセット
uspto-grants-1990_12
特許番号
US04975438

反応ノート

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