Water → 2-(2,4-Dinitrophenyl)ethanol

HRID 523323

反応式

HRID 523323 の反応式
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[CH2:13][C:14](O)=[O:15])([O-:3])=[O:2].O.C(OCC)(=O)C>C1COCC1>[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[CH2:13][CH2:14][OH:15])([O-:3])=[O:2]

参加物

5

反応物 3

HCID 962Water2 回HCID 8857Ethyl AcetateHCID 2215132,4-Dinitrophenylacetic acid

生成物 1

HCID 118307342-(2,4-Dinitrophenyl)ethanol収率 98%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

22.6 g (100 mmol) of 2,4-dinitrophenylacetic acid are dissolved in 150 mL of THF and added dropwise in 2 hours to 300 mL of a borane-THF complex 1.0 M solution in THF. After 3 hours at 25° C., 200 ml of water are added. The reaction mixture is then poured to ethyl acetate and water. The organic phase is washed repeatedly with water and dried over sodium sulphate, filtered and concentrated under pressure. Chromatography of the residue using toluene: ethylacetate 1:1 as eluant and crystallization in ethylacetate/hexane yielded to 20.7 g (98%) of 2-(2,4-dinitrophenyl)ethanol as yellowish crystal

後処理

  1. washThe organic phase is washed repeatedly with water
  2. dry with materialdried over sodium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated under pressure
  5. customcrystallization in ethylacetate/hexane

出典と根拠

ORDレコード
ord-3a03fd65b37444878f532bf014cb9422
出典データセット
uspto-grants-2016_05
特許番号
US09334366B2

関連ノート

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