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

HRID 357557ノート

反応式

HRID 357557 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 110316672-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine収率 96.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c47440760bf0435898d24cf69b5e30c1
出典データセット
uspto-grants-1998_11
特許番号
US05840910

反応ノート

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