Hydrochloric Acid → Methyl 2-(chloromethyl)-4-pyridinecarboxylate

HRID 1196510ノート

反応式

HRID 1196510 の反応式
O[CH2:2][C:3]1[CH:8]=[C:7]([C:9]([O:11][CH3:12])=[O:10])[CH:6]=[CH:5][N:4]=1.[ClH:13]>COC(=O)C>[Cl:13][CH2:2][C:3]1[CH:8]=[C:7]([C:9]([O:11][CH3:12])=[O:10])[CH:6]=[CH:5][N:4]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 13276248Methyl 2-(hydroxymethyl)pyridine-4-carboxylate

生成物 1

HCID 14625089Methyl 2-(chloromethyl)-4-pyridinecarboxylate

試薬・触媒・溶媒 1

HCID 6584Methyl Acetate溶媒

実験手順

A solution of the product of stage (ii) in methylacetate (5 ml) was treated with ethereal hydrogen chloride (5 ml). The resulting solid was collected by filtration and added to thionyl chloride (7.5 ml) at 0°-5°. The mixture was stirred at 0°-5° for 3 h and then at ambient temperature for 1 h. Diethyl ether (100 ml) was added and the resulting solid was collected by filtration and washed with diethylether (2×50 ml), to give the title compound as a solid (1.7 g) T.l.c. Silica dichloromethane/methanol/ammonia 75:10:2 Rf 0.8.

後処理

  1. filtrationThe resulting solid was collected by filtration
  2. additionadded to thionyl chloride (7.5 ml) at 0°-5°
  3. waitat ambient temperature for 1 h
  4. additionDiethyl ether (100 ml) was added
  5. filtrationthe resulting solid was collected by filtration
  6. washwashed with diethylether (2×50 ml)

出典と根拠

ORDレコード
ord-f5b83c88dd044360bd4cb79d414dd4b2
出典データセット
uspto-grants-1992_05
特許番号
US05114945

反応ノート

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