1-Decanol → (6-n-Decyloxy-2-naphthyl)propanonitrile

HRID 372928

Reaktionsgleichung

Reaktionsgleichung von HRID 372928
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([CH:12]([CH3:15])[C:13]#[N:14])[CH:6]=[CH:5]2.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O.[CH2:47](O)[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]>C1COCC1>[CH2:47]([O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([CH:12]([CH3:15])[C:13]#[N:14])[CH:6]=[CH:5]2)[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]

Komponenten

6

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

Into 20 ml of dry THF, were dissolved 1.5 g of oa (6-hydroxy-2-naphthyl)-propanonitrile and 3.0 g of triphenylphosphine, and cooled to 5° C. To this solution, were added dropwise 2.0 g of diethyl azodicarboxylate and then 1.2 g of n-decyl alcohol, and stirred at room temperature for 12 hours. The resulting reaction mixture was extracted with ether, followed by washing three times the ether phase with water and then distilling off the ether. The resulting oily product was extracted with hexane, and the hexanesoluble matter was recrystallized with methanol to obtain 0.7 g of oa (6-n-decyloxy-2-naphthyl)propanonitrile (Compound No. 1-10) of this invention.

Aufarbeitung

  1. customThe resulting reaction mixture
  2. extractionwas extracted with ether
  3. washby washing three times the ether phase with water
  4. distillationdistilling off the ether
  5. extractionThe resulting oily product was extracted with hexane
  6. customthe hexanesoluble matter was recrystallized with methanol

Quellen und Nachweise

ORD-Eintrag
ord-842523f6f5274584a748f187a6a500e1
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05160662

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