2-Nitropropane → 1-(2-Methyl-2-nitropropyl)-4-nitrobenzene

HRID 1518642ノート

反応式

HRID 1518642 の反応式
[O-]CC.[Na+].Cl[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1.[N+:16]([CH:19]([CH3:21])[CH3:20])([O-:18])=[O:17]>C(O)C>[CH3:20][C:19]([N+:16]([O-:18])=[O:17])([CH3:21])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 3982-NitropropaneHCID 74824-Nitrobenzyl chlorideHCID 2723922Sodium ethoxide

生成物 1

HCID 2280911-(2-Methyl-2-nitropropyl)-4-nitrobenzene収率 76%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of sodium ethoxide (3.5 g, 50 mmol) in ethanol (100 mL), 1-(chloromethyl)-4-nitrobenzene (8.6 g, 50 mmol) and 2-nitropropane (2.2 g, 250 mmol) were added at room temperature, and the mixture was heated under reflux for 18 hours. The reaction solution was filtered, concentrated under reduced pressure, and diluted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography to obtain 1-(2-methyl-2-nitropropyl)-4-nitrobenzene (8.52 g).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 18 hours
  3. filtrationThe reaction solution was filtered
  4. concentrationconcentrated under reduced pressure
  5. additiondiluted with ethyl acetate
  6. washThe organic layer was washed with a saturated aqueous solution of sodium chloride
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was purified by flash column chromatography

出典と根拠

ORDレコード
ord-2799d29ec068457bae7f754eba4eea3a
出典データセット
uspto-grants-2015_07
特許番号
US09072734B2

反応ノート

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