Phenol → 1,8-Diphenoxyanthraquinone

HRID 127167

반응식

HRID 127167 반응식
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:8].[K+].Cl[C:11]1[C:24]2[C:23](=[O:25])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][C:21]=3[N+]([O-])=O)[C:16](=[O:29])[C:15]=2[CH:14]=[CH:13][CH:12]=1>>[O:7]([C:11]1[C:24]2[C:23](=[O:25])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][C:21]=3[O:8][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[C:16](=[O:29])[C:15]=2[CH:14]=[CH:13][CH:12]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 3

HCID 996PhenolHCID 14797Potassium HydroxideHCID 2257041-Nitro-8-chloroanthraquinone

생성물 1

HCID 665011,8-Diphenoxyanthraquinone

반응 조건

온도
100 °C

실험 절차

A mixture of 21 g. phenol, 13 g. potassium hydroxide and 270 g. o-chlorotoluene was converted to a water-free slurry of potassium phenoxide by azeotropic distillation of all the water formed. After cooling back to 100° C., 28.8 g. of 1-chloro-8-nitroanthraquinone was charged and the whole heated and stirred at 130° C. for 6 hours. The product was isolated by steam distillation, filtration, washing and drying. A 37.7 g. yield (96.2% of theory) of a product identical to authentic 1,8-diphenoxyanthraquinone in a thin layer chromatogram and free of starting material was obtained.

후처리

  1. additionA mixture of 21 g
  2. distillationo-chlorotoluene was converted to a water-free slurry of potassium phenoxide by azeotropic distillation of all the water
  3. customformed
  4. temperaturethe whole heated
  5. customThe product was isolated by steam distillation, filtration
  6. washwashing
  7. customdrying

출처 및 근거

ORD 기록
ord-a1f80f2135794476b69ab2f82b7dcaa3
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04255342

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