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Phenol → 2,2-Bis(4-hydroxyphenyl)propanoic acid

HRID 482361
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HRID 482361 반응식
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:8]([OH:13])(=[O:12])[C:9]([CH3:11])=O.OS(O)(=O)=O>O>[OH:7][C:1]1[CH:6]=[CH:5][C:4]([C:9]([C:4]2[CH:5]=[CH:6][C:1]([OH:7])=[CH:2][CH:3]=2)([CH3:11])[C:8]([OH:13])=[O:12])=[CH:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 996PhenolHCID 1060Pyruvic AcidHCID 1118Sulfuric Acid

생성물 1

HCID 6566942,2-Bis(4-hydroxyphenyl)propanoic acid수율 48%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a cooled mixture of phenol (9.4 g, 0.1 mol), pyruvic acid (4.4 g, 0.05 mol), and water was added concentrated H2SO4 (4.5 mL, 18.0 g) dropwise with stirring. After 15 minutes the ice bath was removed and the reaction was warmed to room temperature and stirred for 18 hours. The reaction mixture was diluted with ethyl ether/water (200 ml 1:1) and the layers were separated. The organic layer was extracted with saturated aqueous NaHCO3. The aqueous extract was then acidified, extracted with ethyl ether, dried over MgSO4, filtered, and concentrated in vacuo to give 2,2-bis(4-hydroxyphenyl)propionic acid (6.2 g) as a colorless sticky oil.

후처리

  1. customAfter 15 minutes the ice bath was removed
  2. stirringstirred for 18 hours
  3. additionThe reaction mixture was diluted with ethyl ether/water (200 ml 1:1)
  4. customthe layers were separated
  5. extractionThe organic layer was extracted with saturated aqueous NaHCO3
  6. extractionThe aqueous extract
  7. extractionextracted with ethyl ether
  8. dry with materialdried over MgSO4
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-71b967fc88864fea9a04a0063a597fdb
출처 데이터셋
uspto-grants-1998_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05795900

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