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Thionyl Chloride → 2-(1-Chloroethyl)pyridine

HRID 2203660
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HRID 2203660 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7](O)[CH3:8].S(Cl)([Cl:12])=O>ClCCl>[Cl:12][CH:7]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[CH3:8]
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참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 86784alpha-Methyl-2-pyridinemethanol

생성물 1

HCID 126752472-(1-Chloroethyl)pyridine수율 97%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
20 °C

실험 절차

To an ice-cooled solution of 1-(pyridin-2-yl)ethanol (4.5 g, 36 mmol) in dry dichloromethane (100 mL) was slowly added thionyl dichloride (20 mL). The mixture was then warmed to 20° C. After 2 h, the reaction was concentrated in vacuo, and the resulting residue was diluted with water (40 mL) and dichloromethane (60 mL). The solution was neutralized with saturated aqueous sodium carbonate solution. The organic layer was washed with saturated aqueous sodium chloride solution (3×30 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to afford crude 2-(1-chloroethyl)pyridine (5.0 g, 97% yield). The product was used without further purification.

후처리

  1. concentrationthe reaction was concentrated in vacuo
  2. additionthe resulting residue was diluted with water (40 mL) and dichloromethane (60 mL)
  3. washThe organic layer was washed with saturated aqueous sodium chloride solution (3×30 mL)
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-87c1c71f9ea14145b19d528c91d25512
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09365583B2

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