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Thionyl Chloride → 2-Chloro-3-methoxy-4-vinyl-6-(1-chloroethyl)-pyridine

HRID 1637769
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HRID 1637769 반응식
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([CH:10]=[CH2:11])[CH:5]=[C:4]([CH:12](O)[CH3:13])[N:3]=1.S(Cl)([Cl:17])=O>C(Cl)Cl>[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([CH:10]=[CH2:11])[CH:5]=[C:4]([CH:12]([Cl:17])[CH3:13])[N:3]=1
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참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 18799939HCID 18799939, 화합물

생성물 1

HCID 187997872-Chloro-3-methoxy-4-vinyl-6-(1-chloroethyl)-pyridine수율 92.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 2-chloro-3-methoxy-4-vinyl-6-(1-hydroxyethyl)-pyridine (446 mg, 2.09 mmol) in 10 mL of methylene chloride at 0° C. is treated with thionyl chloride (0.227 mL, 3.13 mmol) and stirred at room temperature for 1 h. The reaction is quenched with 15 mL of saturated sodium bicarbonate. The aqueous layer is extracted with 3×10 mL of methylene chloride. The combined organics are dried over potassium carbonate and concentrated in vacuo to provide 447 mg (92%) of 2-chloro-3-methoxy-4-vinyl-6-(1-chloroethyl)-pyridine.

후처리

  1. customThe reaction is quenched with 15 mL of saturated sodium bicarbonate
  2. extractionThe aqueous layer is extracted with 3×10 mL of methylene chloride
  3. dry with materialThe combined organics are dried over potassium carbonate
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-1d551c35b1cc4323b8710edd95fbe3ac
출처 데이터셋
uspto-grants-2000_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06043248

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