Dimethyl malonate → Dimethyl (3-oxo-2-pentylcyclopentyl)malonate

HRID 1793218

Reaktionsgleichung

Reaktionsgleichung von HRID 1793218
[CH2:1]([C:6]1[C:7](=[O:11])[CH2:8][CH2:9][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[C:12]([O:19][CH3:20])(=[O:18])[CH2:13][C:14]([O:16][CH3:17])=[O:15].C[O-].[Na+]>>[CH2:1]([CH:6]1[C:7](=[O:11])[CH2:8][CH2:9][CH:10]1[CH:13]([C:12]([O:19][CH3:20])=[O:18])[C:14]([O:16][CH3:17])=[O:15])[CH2:2][CH2:3][CH2:4][CH3:5]

Komponenten

4

Edukt 3

HCID 7943Dimethyl malonateHCID 1175492-Cyclopenten-1-one, 2-pentyl-HCID 10942334Sodium Methoxide

Produkt 1

HCID 103546Dimethyl (3-oxo-2-pentylcyclopentyl)malonateAusbeute 93,8 %

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

The reaction product was refined to obtain 95 g (0.6 mol) of 2-pentyl-2-cyclopentenone. Moreover, 95 g (0.6 mol) of 2-pentyl-2-cyclopentenone was dropped to a solution, prepared by dissolving 118 g (0.9 mol) of dimethyl malonate in 38 g of methanol anhydride in a nitrogen atmosphere, cooling the mixture to 0° C. and adding 6.5 g (0.036 mol) of sodium methoxide (30% methanol solution), at 0° C. over 2 hours. After the addition was finished, unreacted dimethyl malonate was vacuum-distilled to obtain 160 g of dimethyl 2-pentyl-3-oxo-cyclopentylmalonate.

Aufarbeitung

  1. customprepared
  2. additionAfter the addition
  3. distillationunreacted dimethyl malonate was vacuum-distilled

Quellen und Nachweise

ORD-Eintrag
ord-f9af51249e6348399a70185518c0bc2d
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07078559B2

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