Thionyl Chloride → 2-Chloromethyl-4-(4-methoxybutoxy)pyridine

HRID 727915ノート

反応式

HRID 727915 の反応式
O[CH2:2][C:3]1[CH:8]=[C:7]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15])[CH:6]=[CH:5][N:4]=1.S(Cl)([Cl:18])=O.C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[Cl:18][CH2:2][C:3]1[CH:8]=[C:7]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15])[CH:6]=[CH:5][N:4]=1

参加物

5

反応物 3

HCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 151662242-Hydroxymethyl-4-(4-methoxybutoxy)pyridine

生成物 1

HCID 151662232-Chloromethyl-4-(4-methoxybutoxy)pyridine収率 83.6%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

反応条件

温度
0 °C

実験手順

5.6 g of crude 2-hydroxymethyl-4-(4-methoxybutoxy)pyridine was dissolved in 80 ml of chloroform to obtain a solution. A solution of 3.8 g of thionyl chloride in 10 ml of chloroform was dropwise added to this solution at 0° C. The obtained mixture was stirred at 0° C. for one hour. After the completion of the reaction, the reaction mixture was neutralized with a saturated aqueous solution of sodium hydrogencarbonate and extracted with 200 ml of chloroform twice. The extract was dried over magnesium sulfate and filtered. The filtrate was distilled to remove the solvent. The obtained residue was dried in a vacuum to obtain 5.09 g of the title compound as a crude oil.

後処理

  1. customto obtain a solution
  2. customAfter the completion of the reaction
  3. extractionextracted with 200 ml of chloroform twice
  4. dry with materialThe extract was dried over magnesium sulfate
  5. filtrationfiltered
  6. distillationThe filtrate was distilled
  7. customto remove the solvent
  8. customThe obtained residue was dried in a vacuum

出典と根拠

ORDレコード
ord-ff8c075ea08747978c5d01a318dd9bd7
出典データセット
uspto-grants-1991_09
特許番号
US05045552

反応ノート

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