Ethanol → 2-(3-Methylphenyl)-2-nitropropane-1,3-diol

HRID 64440ノート

反応式

HRID 64440 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][N+:9]([O-:11])=[O:10])[CH:3]=1.[OH-:12].[Na+].[CH2:14]=O.[CH2:16]([OH:18])C>O1CCOCC1>[CH3:1][C:2]1[CH:3]=[C:4]([C:8]([N+:9]([O-:11])=[O:10])([CH2:16][OH:18])[CH2:14][OH:12])[CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 702EthanolHCID 712Formaldehyde2 回HCID 14798Sodium Hydroxide2 回HCID 112865651-Methyl-3-(nitromethyl)benzene

生成物 1

HCID 867134582-(3-Methylphenyl)-2-nitropropane-1,3-diol

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

To a mixed solution of 1.55 g of 1-methyl-3-(nitromethyl)benzene in 15 ml of ethanol and 6 ml of dioxane were added 0.05 ml of a 1 M aqueous sodium hydroxide solution and 1.89 ml of a 37% aqueous formalin solution, followed by stirring for 15 hours. 0.05 ml of a 1 M aqueous sodium hydroxide solution and 0.83 ml of a 37% aqueous formalin solution were added thereto, followed by stirring at 50° C. for 2 hours, and the solvent was evaporated under reduced pressure. To the obtained residue was added ethyl acetate, followed by washing with saturated brine and drying over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 1.91 g of 2-(3-methylphenyl)-2-nitropropane-1,3-diol.

後処理

  1. stirringby stirring at 50° C. for 2 hours
  2. customthe solvent was evaporated under reduced pressure
  3. additionTo the obtained residue was added ethyl acetate
  4. washby washing with saturated brine
  5. dry with materialdrying over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-ff579edcad5a47e4b62f37b3a4aedc9d
出典データセット
uspto-grants-2016_09
特許番号
US09447090B2

反応ノート

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