Pyridine → 1,3-Diacetyl-2-[4-Isopropenyl-3-Pyridyl]-5-(3-Methyl-2-Octyl)Resorcinol

HRID 328691

Reaktionsgleichung

Reaktionsgleichung von HRID 328691
S(Cl)(Cl)=O.[CH3:5][CH:6]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:7]([C:9]1[CH:10]=[C:11]([OH:16])[CH:12]=[C:13]([CH:15]=1)[OH:14])[CH3:8].[N:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[C:13]([C:13]1([CH:15]=[C:9]([CH:7]([CH:6]([CH3:5])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH3:8])[CH2:10][C:11]([C:11](=[O:16])[CH3:10])([OH:16])[CH:12]1[C:24]1[CH:23]=[N:22][CH:27]=[CH:26][C:25]=1[C:6]([CH3:7])=[CH2:5])[OH:14])(=[O:14])[CH3:12]

Komponenten

4

Edukt 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 2581765-(3-Methyloctan-2-yl)benzene-1,3-diol

Produkt 1

HCID 706382701,3-Diacetyl-2-[4-Isopropenyl-3-Pyridyl]-5-(3-Methyl-2-Octyl)Resorcinol

Versuchsvorschrift

Thionyl chloride (5 ml.) was added dropwise to a stirred solution of 1.27 g. of 1,3-diacetyl-2-{4-[1-hydroxy-1-methyl)ethyl]-3-pyridyl}-5-(3-methyl-2-octyl)resorcinol in 40 ml. of pyridine, cooled in an ice-salt bath at -10°. The mixture was stirred and the temperature was allowed to rise to 0° within 11/2 hours. The mixture was poured into ice water and was extracted with ether. The ether extracts were washed with water, dried over anhydrous sodium sulfate, and evaporated in vacuo. The residue was chromatographed on a Florisil column (60-100 mesh) using graded methanol/benzene solvent mixtures to give the pure product.

Aufarbeitung

  1. customto rise to 0° within 11
  2. custom2 hours
  3. extractionwas extracted with ether
  4. washThe ether extracts were washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customevaporated in vacuo
  7. customThe residue was chromatographed on a Florisil column (60-100 mesh)
  8. customto give the pure product

Quellen und Nachweise

ORD-Eintrag
ord-79066d88d8034d48a26b5737bd7d4090
Quelldatensatz
uspto-grants-1977_04
Patentnummer
US04018777

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