(4-Chloro-3,5-dimethylpyridin-2-YL)methanol → 3,5-Dimethyl-2-hydroxymethyl-4-methoxy-pyridine

HRID 2304813ノート

反応式

HRID 2304813 の反応式
Cl[C:2]1[C:7]([CH3:8])=[CH:6][N:5]=[C:4]([CH2:9][OH:10])[C:3]=1[CH3:11].[CH3:12][O-:13].[Na+]>CN(C)C=O.CO>[OH:10][CH2:9][C:4]1[C:3]([CH3:11])=[C:2]([O:13][CH3:12])[C:7]([CH3:8])=[CH:6][N:5]=1

参加物

5

反応物 2

HCID 9795246(4-Chloro-3,5-dimethylpyridin-2-YL)methanolHCID 10942334Sodium Methoxide

生成物 1

HCID 7378233,5-Dimethyl-2-hydroxymethyl-4-methoxy-pyridine収率 55%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6228Dimethylformamide溶媒

実験手順

In a round bottom flask equipped with a stirrer, a condenser and a nitrogen bubbler, 4-Chloro-2-hydroxymethyl-3,5-Lutidine (1 eq.) was dissolved in Dimethylformamide (3-9 volumes) and Methanol (1.5-4.5 volumes). Sodium methoxide (4 eq.) was added and the temperature was raised to (95-100ℑ C.). At the end of the reaction the solvent was distilled under vacuum. Water (2 volumes) was added to the residue and the product was extracted with dichloromethane (2×4 volumes). The combined organic extracts were dried over sodium sulfate, filtered and evaporated. The crude product, 2-hydroxymethyl-4-Methoxy-3,5-lutidine, was obtained in 55% yield.

後処理

  1. customIn a round bottom flask equipped with a stirrer, a condenser
  2. temperaturethe temperature was raised to (95-100ℑ C.)
  3. customAt the end of the reaction the solvent
  4. distillationwas distilled under vacuum
  5. additionWater (2 volumes) was added to the residue
  6. extractionthe product was extracted with dichloromethane (2×4 volumes)
  7. dry with materialThe combined organic extracts were dried over sodium sulfate
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-04f80af5cb3b4739bcd11125451af9cc
出典データセット
uspto-grants-2002_08
特許番号
US06437139B1

反応ノート

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