Thionyl Chloride → 2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine

HRID 357557노트

반응식

HRID 357557 반응식
O[CH2:2][C:3]1[C:8]([CH3:9])=[C:7]([O:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15])[CH:6]=[CH:5][N:4]=1.S(Cl)([Cl:18])=O>ClCCl>[Cl:18][CH2:2][C:3]1[C:8]([CH3:9])=[C:7]([O:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15])[CH:6]=[CH:5][N:4]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 104657494-(3-Methoxypropoxy)-3-methyl-2-pyridinemethanol

생성물 1

HCID 110316672-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine수율 96.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

450 mg of the 2-hydroxymethyl-4-(3-methoxypropoxy)-3-methylpyridine prepared above was dissolved in 20 ml of dichloromethane to obtain a solution. 760 mg of thionyl chloride was dropwise added to this solution at 0° C. The obtained mixture was stirred at a room temperature for 2 hours. After the completion of the reaction, the reaction mixture was distilled to remove the dichloromethane and the thionyl chloride. A saturated aqueous solution of sodium hydrogencarbonate was added to the obtained residue. The obtained mixture was extracted with chloroform. The obtained chloroform layer was concentrated to obtain 470 mg of 2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine as a brown crystal.

후처리

  1. customto obtain a solution
  2. customAfter the completion of the reaction
  3. distillationthe reaction mixture was distilled
  4. customto remove the dichloromethane
  5. additionA saturated aqueous solution of sodium hydrogencarbonate was added to the obtained residue
  6. extractionThe obtained mixture was extracted with chloroform
  7. concentrationThe obtained chloroform layer was concentrated

출처 및 근거

ORD 기록
ord-c47440760bf0435898d24cf69b5e30c1
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840910

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