Trimethylsilyldiazomethane → Methyl 5,6-dimethylpicolinate

HRID 68555노트

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HRID 68555 반응식
[CH3:1][Si](C=[N+]=[N-])(C)C.[CH3:8][C:9]1[CH:10]=[CH:11][C:12]([C:16]([OH:18])=[O:17])=[N:13][C:14]=1[CH3:15]>CCCCCC.CO.ClCCl>[CH3:1][O:17][C:16]([C:12]1[CH:11]=[CH:10][C:9]([CH3:8])=[C:14]([CH3:15])[N:13]=1)=[O:18]

참가 물질

6

반응물 2

HCID 167693TrimethylsilyldiazomethaneHCID 132095705,6-Dimethylpyridine-2-carboxylic acid

생성물 1

HCID 22417656Methyl 5,6-dimethylpicolinate

시약·촉매·용매 3

HCID 887Methanol용매HCID 6344Dichloromethane용매HCID 8058Hexane용매

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온도
-5 °C

실험 절차

77.4 ml 2 mol/L trimethylsilyldiazomethan in hexane was added to 5,6-dimethyl-pyridine-2-carboxylic acid in 150 mL methanol and 600 mL dichlormethane at −5° C. The reaction was stirred 0.5 h at −5° C. and then warm up to RT. The solvent was removed and the residue was purified by chromatography on Silica (cyclohexane 7: ethyl acetate 3) to give 12.8 g desired product.

후처리

  1. temperaturewarm up to RT
  2. customThe solvent was removed
  3. customthe residue was purified by chromatography on Silica (cyclohexane 7: ethyl acetate 3)

출처 및 근거

ORD 기록
ord-29872c803ca94393b7a73c4190002c4b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822464B2

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