Water → HCID 17862916、化合物

HRID 1172136ノート

反応式

HRID 1172136 の反応式
[Cl:1][C:2]1[N:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:3]=1[C:4](OC)=[O:5].[H-].[Al+3].[Li+].[H-].[H-].[H-].O>C1COCC1>[Cl:1][C:2]1[C:3]([CH2:4][OH:5])=[C:8]([CH3:12])[CH:9]=[CH:10][N:11]=1

参加物

5

反応物 3

HCID 962WaterHCID 17862852Methyl 2-chloro-4-methylpyridine-3-carboxylateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 17862916HCID 17862916、化合物収率 38.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-20 °C

実験手順

A solution of 1.9 g (10.0 mmoles) of methyl 2-chloro-4-methylnicotinate dissolved in 5.0 ml of THF was gradually added, at −65 to −60° C., to a suspension of 0.4 g (10.0 mmoles) of lithium aluminum hydride in 30 ml of tetrahydrofuran. The mixture was stirred for 30 minutes and at −20° C. for 1 hour to give rise to a reaction. The reaction mixture was poured into water, followed by extraction with ethyl acetate. The resulting organic layer was washed with water and an aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein. The residue was purified by silica gel column chromatography to obtain 0.6 g (yield: 38.2%) of (2-chloro-4-methylpyridin-3-yl)methanol.

後処理

  1. customto give rise
  2. customto a reaction
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe resulting organic layer was washed with water
  5. dry with materialan aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate
  6. distillationThe resulting solution was subjected to vacuum distillation
  7. customto remove the solvent
  8. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-8e4f69a4015244c984571d40bbe54b4c
出典データセット
uspto-grants-2010_11
特許番号
US07833939B2

反応ノート

読み込み中…