Methyl 4-methoxy-3,5-dimethylpicolinate → 3,5-Dimethyl-2-hydroxymethyl-4-methoxy-pyridine

HRID 52435ノート

反応式

HRID 52435 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9]([C:11]1[C:16]([CH3:17])=[C:15]([O:18][CH3:19])[C:14]([CH3:20])=[CH:13][N:12]=1)=O>C1COCC1>[OH:8][CH2:9][C:11]1[C:16]([CH3:17])=[C:15]([O:18][CH3:19])[C:14]([CH3:20])=[CH:13][N:12]=1

参加物

4

反応物 2

HCID 10313519Methyl 4-methoxy-3,5-dimethylpicolinateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 7378233,5-Dimethyl-2-hydroxymethyl-4-methoxy-pyridine収率 51.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

Lithium aluminum hydride (0.94 g, 25.4 mmol) was dissolved in 100 ml of absolute THF and added in a dropwise manner to a stirred solution of compound 8 (2.5 g, 12.82 mmol) in 20 ml of THF at 0° C. The mixture was stirred at 0° C. for 2 hr. Excess LiAlH4 was then destroyed with ethyl acetate. The combined organic phases were dried, filtered, and evaporated in vacuo to give compound 9 (1.1 g, 50% yield). It gave same analytic data as those of an authentic sample.

後処理

  1. customExcess LiAlH4 was then destroyed with ethyl acetate
  2. customThe combined organic phases were dried
  3. filtrationfiltered
  4. customevaporated in vacuo

出典と根拠

ORDレコード
ord-a4da9fc57b8547998211fad2d1f0b5b9
出典データセット
uspto-grants-1997_04
特許番号
US05616713

反応ノート

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