Sodium Methoxide → Methyl 2,6-dichloro-4-methoxynicotinate

HRID 80829노트

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HRID 80829 반응식
[Cl:1][C:2]1[N:11]=[C:10]([Cl:12])[CH:9]=[C:8](Cl)[C:3]=1[C:4]([O:6][CH3:7])=[O:5].[CH3:14][O-:15].[Na+]>CO>[Cl:1][C:2]1[N:11]=[C:10]([Cl:12])[CH:9]=[C:8]([O:15][CH3:14])[C:3]=1[C:4]([O:6][CH3:7])=[O:5]

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 71304377Methyl 2,4,6-trichloronicotinate

생성물 1

HCID 86690279Methyl 2,6-dichloro-4-methoxynicotinate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of methyl 2,4,6-trichloronicotinate [(5.04 g, 20.96 mmol), prepared as described in WO2010/31589] in methanol (52 mL) was added the sodium methoxide (25 wt % in methanol, 5.04 mL, 22.0 mmol) at room temperature. The cloudy white mixture was stirred for 17 h, then partitioned between EtOAc and water. The layers were separated and the aqueous layer was further extracted with EtOAc (2×). The combined organic layers were dried over sodium sulfate, filtered, and concentrated. The residue was purified by FCC (0-20% EtOAc:heptane) to provide methyl 2,6-dichloro-4-methoxynicotinate. MS (ESI+) m/z 236.1 (M+H)+.

후처리

  1. custompartitioned between EtOAc and water
  2. customThe layers were separated
  3. extractionthe aqueous layer was further extracted with EtOAc (2×)
  4. dry with materialThe combined organic layers were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by FCC (0-20% EtOAc:heptane)

출처 및 근거

ORD 기록
ord-66422f9133814f869d803f2cca1e4769
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846656B2

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