Trimethylsilyldiazomethane → Methyl 5,6-dimethylpicolinate

HRID 68555ノート

反応式

HRID 68555 の反応式
[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]

参加物

6

反応物 2

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

生成物 1

HCID 22417656Methyl 5,6-dimethylpicolinate

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒HCID 8058Hexane溶媒

反応条件

温度
-5 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-29872c803ca94393b7a73c4190002c4b
出典データセット
uspto-grants-2014_09
特許番号
US08822464B2

反応ノート

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