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O-Cresol → 1,10-Bis(4-hydroxy-3-methylphenyl)decane

HRID 342754
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HRID 342754 반응식
[C:1]1([CH3:8])[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:9]([OH:22])(=O)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=O>>[OH:7][C:6]1[CH:5]=[CH:4][C:3]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:12]2[CH:11]=[CH:10][C:9]([OH:22])=[C:1]([CH3:8])[CH:2]=2)=[CH:2][C:1]=1[CH3:8].[OH:7][C:6]1[CH:5]=[CH:4][C:3]([C:18](=[O:20])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:9]([C:3]2[CH:4]=[CH:5][C:6]([OH:7])=[C:1]([CH3:8])[CH:2]=2)=[O:22])=[CH:2][C:1]=1[CH3:8]
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참가 물질

4

반응물 2

HCID 335O-CresolHCID 5192Sebacic Acid

생성물 2

HCID 545308101,10-Bis(4-hydroxy-3-methylphenyl)decaneHCID 545710481,10-Bis(4-hydroxy-3-methylphenyl)decane-1,10-dione

반응 조건

온도
80 °C

실험 절차

This was prepared by the method reported by Schlack and Koller in Aromatic aliphatic diketones. P Schlack and W Koller. Ger. 1,086,711 Aug. 11, 1960. The title compound was prepare by treatment of orthocresol (2.2 moles) with sebacic acid (1 mole) in the presence of polyphosphoric acid (3 moles). The mixture was stirred for 4 hrs at 80° C. and poured to ice-water after cooling. The precipitant was filtered, dissolved in ethyl acetate and washed with water three times. The solvent was evaporated to yield a crude 1,10-bis(4-hydroxy-3-methylphenyl)decane-1,10-dione which was then subjected to Clemmensen reduction to give the title compound.

후처리

  1. customThis was prepared by the method
  2. temperatureafter cooling
  3. filtrationThe precipitant was filtered
  4. dissolutiondissolved in ethyl acetate
  5. washwashed with water three times
  6. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-116a6e421b2e46a3bc83e2cbd8661c88
출처 데이터셋
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05859067

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