Dichloroacetic Acid → Ethyl 6-hydroxy-3-methylpicolinate

HRID 919780ノート

反応式

HRID 919780 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 19349114Ethyl 6-hydroxy-3-methylpicolinate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-fdf52a35ab0f4aebb3166194aa64a039
出典データセット
uspto-grants-2016_03
特許番号
US09271970B2

反応ノート

読み込み中…