Dichloroacetic Acid → Ethyl 6-hydroxy-3-methylpicolinate

HRID 1410783노트

반응식

HRID 1410783 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:11]([CH3:12])=[CH:10][CH:9]=[C:8](Cl)[N:7]=1)=[O:5])[CH3:2].ClC(Cl)C(O)=[O:17].C([O-])(O)=O.[Na+]>O>[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8](=[O:17])[CH:9]=[CH:10][C:11]=1[CH3:12])=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 6597Dichloroacetic AcidHCID 516892Sodium BicarbonateHCID 42600466Ethyl 6-chloro-3-methylpicolinate

생성물 1

HCID 19349114Ethyl 6-hydroxy-3-methylpicolinate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 6-chloro-3-methyl-pyridine-2-carboxylic acid ethyl ester (650 mg, 3.26 mmol), dichloroacetic acid (5 mL) and water (0.5 mL) was refluxed for 1 h. After cooling to r.t., the mixture was neutralized with saturated NaHCO3 and extracted with CH2Cl2. The organic layer was dried over MgSO4 and concentrated in vacuo. The crude product was purified by silica gel chromatography (0-10% MeOH/CH2Cl2) to give 230 mg of the title compound as a white solid. MS: (+) m/z 182.25 (M+1).

후처리

  1. temperaturewas refluxed for 1 h
  2. extractionextracted with CH2Cl2
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by silica gel chromatography (0-10% MeOH/CH2Cl2)

출처 및 근거

ORD 기록
ord-ccf5e02db82f4574bd3dc3a2d9bb0905
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921389B2

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