Hydride → 4,4-Ethylenedioxy-3-methyl-1-butanol

HRID 1732279Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1732279
[CH2:1]1[CH2:12][O:11][CH:3]([CH:4]([CH3:10])[CH2:5][C:6](OC)=[O:7])[O:2]1.[Li].[H-].C(=O)(O)[O-].[Na+]>CCOCC>[CH2:1]1[CH2:12][O:11][CH:3]([CH:4]([CH3:10])[CH2:5][CH2:6][OH:7])[O:2]1

Komponenten

6

Edukt 4

HCID 166653HydrideHCID 516892Sodium BicarbonateHCID 3028194LithiumHCID 20305753Methyl 4,4-ethylenedioxy-3-methyl-butanoate

Produkt 1

HCID 203057524,4-Ethylenedioxy-3-methyl-1-butanolAusbeute 28,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

A solution of methyl 4,4-ethylenedioxy-3-methyl-butanoate (63.2 g) in ether (200 ml) is added dropwise to a mixture of lithium alumnium hydride (13.8 g, 0.363 m) in ether (500 ml) at 0° C. under nitrogen. The resulting mixture is stirred for 2 hours, treated with 5% sodium bicarbonate solution (100 ml), allowed to warm to room temperature and filtered. The filtrate is dried (Na2SO4) and the solvent is evaporated in vacuo to give the crude product (26 g). This material is further purified by column chromatography on silica gel (300 g, 20% ethyl acetate in hexane) to give 4,4-ethylenedioxy-3-methyl-1-butanol as a colorless liquid (14.9 g).

Aufarbeitung

  1. filtrationfiltered
  2. dry with materialThe filtrate is dried (Na2SO4)
  3. customthe solvent is evaporated in vacuo
  4. customto give the crude product (26 g)
  5. customThis material is further purified by column chromatography on silica gel (300 g, 20% ethyl acetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-c7a6b375c5794b85b18ca5f0bb586559
Quelldatensatz
uspto-grants-1980_12
Patentnummer
US04237054

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