Water → 2-(2,4-Dinitrophenyl)ethanol

HRID 1042614

반응식

HRID 1042614 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.CCCCCC>O1CCCC1>[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 962WaterHCID 8058HexaneHCID 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) 2,4-dinitrophenylacetic acid are dissolved in 150 ml tetrahydrofuran and added dropwise in a the course of 2 hours to 300 ml (300 mmol) of a borane-tetrahydrofuran complex 1.0 M solution in tetrahydrofuran. After 3 hours at 25° C., 200 ml water are carefully added. The reaction mixture is then partitioned between ethyl acetate and water; the organic phase was washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. Chromatography of the residue on 400 g silica gel using toluene:ethyl acetate 1:1 as eluant and crystallization form ethylacetate:hexane mixture to yield 20.7 g (98%) of 2-(2,4-dinitrophenyl)ethanol as yellowish crystals.

후처리

  1. customThe reaction mixture is then partitioned between ethyl acetate and water
  2. washthe organic phase was washed repeatedly with water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated by rotary evaporation
  6. customcrystallization
  7. customform ethylacetate

출처 및 근거

ORD 기록
ord-31e81d2c1f974e318f190afb7a751902
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08557922B2

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