Water → 2-(2,4-Dinitrophenyl)ethanol

HRID 523323

반응식

HRID 523323 반응식
[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]

참가 물질

5

반응물 3

HCID 962Water2회HCID 8857Ethyl AcetateHCID 2215132,4-Dinitrophenylacetic acid

생성물 1

HCID 118307342-(2,4-Dinitrophenyl)ethanol수율 98%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-3a03fd65b37444878f532bf014cb9422
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09334366B2

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