Hydrochloric Acid → 4-Methylpyridine-2-carbaldehyde

HRID 499442ノート

反応式

HRID 499442 の反応式
[H-].C([Al+]CC(C)C)C(C)C.C1(C)C=CC=CC=1.[C:18]([C:20]1[CH:25]=[C:24]([CH3:26])[CH:23]=[CH:22][N:21]=1)#N.Cl.[OH2:28]>ClCCl>[CH3:26][C:24]1[CH:23]=[CH:22][N:21]=[C:20]([CH:18]=[O:28])[CH:25]=1

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 1140TolueneHCID 887392-Cyano-4-methylpyridineHCID 21225700Diisobutylaluminumhydride

生成物 1

HCID 100118944-Methylpyridine-2-carbaldehyde収率 37%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Diisobutyl aluminium hydride in toluene (1.5 M, 43.5 ml, 65 mmol) was added dropwise to a solution of 2-cyano-4-methylpyridine (7.0 g, 59 mmol) in dichloromethane (180 ml) at −78° C., and the mixture was stirred at the same temperature for 2 hrs. The reaction mixture was combined with concentrated hydrochloric acid (28 ml) and water (112 ml), and the water layer and the organic layer were separated. The organic layer was extracted with 2 N hydrochloric acid. The water layer was combined, neutralized with sodium hydrogen carbonate and extracted with diethyl ether. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated to give the titled compound (2.7 g, 37%).

後処理

  1. customthe water layer and the organic layer were separated
  2. extractionThe organic layer was extracted with 2 N hydrochloric acid
  3. extractionextracted with diethyl ether
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-65705814b0f04cb395f98bac412e3761
出典データセット
uspto-grants-2010_08
特許番号
US07767665B2

反応ノート

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