Diethyl Malonate → Diethyl 2-cyclohexylmethylmalonate

HRID 1060731Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1060731
[Na].[C:2]([O:10][CH2:11][CH3:12])(=[O:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH:13]1([CH2:19]Br)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>C(O)C>[CH:13]1([CH2:19][CH:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[C:2]([O:10][CH2:11][CH3:12])=[O:9])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Komponenten

5

Edukt 3

HCID 7761Diethyl MalonateHCID 137636Cyclohexane, (bromomethyl)-HCID 5360545Sodium

Produkt 1

HCID 599487Diethyl 2-cyclohexylmethylmalonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A solution comprised of sodium (6.9 g, 0.3 mmol) in ethanol (250 mL) was treated sequentially with diethyl malonate (53.127 g, 0.3 mol) and then cyclohexylmethyl bromide (46 mL, 0.33 mol) at ambient temperature. The mixture was heated to 70° C. and stirred for approximately 12 hours. The mixture was cooled and solvent was removed by evaporation. The residue was diluted with ice water and the dilution was extracted with ethyl acetate (4×). The combined extracts were washed with water (4×) and brine, dried (MgSO4) and concentrated to provide diethyl 2-cyclohexylmethylmalonate.

Aufarbeitung

  1. customat ambient temperature
  2. temperatureThe mixture was cooled
  3. customsolvent was removed by evaporation
  4. additionThe residue was diluted with ice water
  5. extractionthe dilution was extracted with ethyl acetate (4×)
  6. washThe combined extracts were washed with water (4×) and brine
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-f9599f35ecd5494fa60a52163df24231
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06525036B2

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