1-Indanone → 1-Indanol

HRID 223119

Reaktionsgleichung

Reaktionsgleichung von HRID 223119
[C:1]1(=[O:10])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1>C1C=CC=CC=1.CCOCC>[CH:1]1([OH:10])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Komponenten

4

Edukt 1

HCID 67351-Indanone

Produkt 1

HCID 228191-IndanolAusbeute 74,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
35 °C

Versuchsvorschrift

20 g Indanone (obtained according to Example VIII) is added to a solution of 1.5 molequivalent NaAlH2 (OC2H4OCH3)2 in a mixture of benzene and ether in the course of which the temperature raises to 35° C. Then the reaction mixture is stirred during one hour, poured out into ice and extracted with ether. The solution in ether is washed with NaCl solution, dried and evaporated. The residue is distilled under diminished pressure yielding 15.1 g indanol. B.p. 115° C./1 mm Hg. The indanol is dissolved in 100 ml cyclohexane and during 30 min. gaseous HCl is introduced followed by N2 to remove the excess of HCl. The reaction mixture is evaporated and the residue is distilled under diminished pressure yielding 12.9 g indanyl chloride. B.p. 95° C./1 mm Hg.

Aufarbeitung

  1. additionpoured out into ice
  2. extractionextracted with ether
  3. washThe solution in ether is washed with NaCl solution
  4. customdried
  5. customevaporated
  6. distillationThe residue is distilled under diminished pressure

Quellen und Nachweise

ORD-Eintrag
ord-228021af54c942849e9dbb71f37de912
Quelldatensatz
uspto-grants-1982_10
Patentnummer
US04352748

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