Diethyl 2,2-dihexylmalonate → 2,2-Dihexylpropane-1,3-diol

HRID 1894912Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1894912
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10](=O)[C:11]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[C:12](OCC)=[O:13])C>C1COCC1>[CH2:23]([C:11]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])([CH2:10][OH:9])[CH2:12][OH:13])[CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Komponenten

4

Edukt 2

HCID 599758Diethyl 2,2-dihexylmalonateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 227192912,2-Dihexylpropane-1,3-diol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A suspension of lithium aluminum hydride (LAH) (2 g, 52.6 mmol) in dry THF (20 mL) was stirred at room temperature, and a THF solution of substituted malonic acid diethyl ester (26.3 mmol, (5)) was added dropwise. The reaction was allowed to reflux for 3 h and was quenched by the addition of cold water. The compound was extracted in ethyl acetate. The organic layer was washed with water, dried over Na2SO4, and evaporated to produce the product (6) as either a sticky liquid or a low-melting solid.

Aufarbeitung

  1. temperatureto reflux for 3 h
  2. customwas quenched by the addition of cold water
  3. extractionThe compound was extracted in ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialdried over Na2SO4
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-936311ea707f473badfa981acc5f2672
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08513377B2

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