Sodium Hydroxide → 2-(5-Chloropentyl)pyridine

HRID 1651103노트

반응식

HRID 1651103 반응식
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

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 143474782-Pyridinepentanol

생성물 1

HCID 147508302-(5-Chloropentyl)pyridine

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
-5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-893b7a8f8462426d8b488010bb9921be
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04927826

반응 노트

불러오는 중…