Potassium Carbonate → Methyl 6-(chloromethyl)pyridine-2-carboxylate

HRID 520477

반응식

HRID 520477 반응식
O=S(Cl)[Cl:3].O[CH2:6][C:7]1[N:12]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:9][CH:8]=1.C([O-])([O-])=O.[K+].[K+]>ClCCl>[Cl:3][CH2:6][C:7]1[N:12]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:9][CH:8]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 24386Thionyl ChlorideHCID 11513809Methyl 6-(hydroxymethyl)picolinate

생성물 1

HCID 53404482Methyl 6-(chloromethyl)pyridine-2-carboxylate수율 101.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
40 °C

실험 절차

SOCl2 (57 g, 0.48 mol) was added to a solution of methyl 6-(hydroxymethyl)picolinate 66 (40.0 g, 0.239 mol) (Chem. Eur. J. 2006, 12, 6393-6402) in dichloromethane (500 mL) at room temperature. The mixture was stirred at 40° C. for 1 h and sat. aq K2CO3 was added to adjust the pH to 9. The mixture was extracted with CH2Cl2 and the combined organics were washed with brine, dried (Na2SO4), and concentrated in vacuo to give 67 (45 g).

후처리

  1. extractionThe mixture was extracted with CH2Cl2
  2. washthe combined organics were washed with brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-3040965c9beb4b7faa1e882259a44048
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09326986B2

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