Water → (8-Methyl-1,4-dioxaspiro(4.5)decan-8-yl)methanol

HRID 1462923

Reaktionsgleichung

Reaktionsgleichung von HRID 1462923
[CH2:1]1[CH2:15][O:14][C:3]2([CH2:8][CH2:7][C:6]([CH3:13])([C:9](OC)=[O:10])[CH2:5][CH2:4]2)[O:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].C(OCC)(=O)C.O>CCOCC>[CH2:15]1[CH2:1][O:2][C:3]2([CH2:4][CH2:5][C:6]([CH3:13])([CH2:9][OH:10])[CH2:7][CH2:8]2)[O:14]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 21226445Aluminium lithium hydrideHCID 22591390Methyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate

Produkt 1

HCID 12568263(8-Methyl-1,4-dioxaspiro(4.5)decan-8-yl)methanolAusbeute 89,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

The thus-obtained methyl 4,4-ethylenedioxy-1-methylcyclohexanecarboxylate (37.8 g) was dissolved in ether (100 ml), and the solution was added dropwise to a refluxing suspension of LiAlH4 (6.7 g) in ether (400 ml). After the addition, the mixture was stirred at room temperature for an hour and then cooled with ice. Ethyl acetate (20 ml) and then water (35 ml) were added dropwise cautiously thereto. The solid precipitate was filtered off, and the filtrate was distilled under reduced pressure to give 4,4-ethylenedioxy-1-methylcyclohexanemethanol (29.5 g, 89.9% yield, b.p. 120°-125° C./0.5 mmHg, m.p. 42°-43° C.).

Aufarbeitung

  1. additionAfter the addition
  2. temperaturecooled with ice
  3. filtrationThe solid precipitate was filtered off
  4. distillationthe filtrate was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6dd396102f7743449c6ca1724ade3805
Quelldatensatz
uspto-grants-1984_07
Patentnummer
US04461902

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