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

HRID 1196510노트

반응식

HRID 1196510 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6584Methyl Acetate용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-f5b83c88dd044360bd4cb79d414dd4b2
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05114945

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