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Diethyl Malonate → HCID 54455773, Verbindung

HRID 1388134
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1388134
[CH2:1]([O:3][C:4](=[O:11])[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].CC[O-].[Na+].[Na].[CH:17]1([O:23][CH2:24][CH2:25][CH2:26][CH2:27]Br)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>C(O)C>[CH2:1]([O:3][C:4](=[O:11])[CH:5]([CH2:27][CH2:26][CH2:25][CH2:24][O:23][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 7761Diethyl MalonateHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 20214109(4-Bromobutoxy)cyclohexane

Produkt 1

HCID 54455773HCID 54455773, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

15 g of malonic acid diethyl ester are added dropwise at 50° C. to a solution of sodium ethylate, freshly prepared from 1.5 g of sodium and 30 ml of ethanol. This temperature is maintained for 1 hour and 11.7 g of 4-cyclohexyloxybutyl bromide are then added dropwise. When the addition is complete, the mixture is stirred for 3 hours at 60° C. and is concentrated considerably, 100 ml of ice water are added to the residue and the mixture is extracted 3 times with a total of 150 ml of methylene chloride. The combined organic phases are dried over sodium sulphate and the solvent is removed by distillation in vacuo, together with excess malonic acid diethyl ester. This gives 10.5 g of [4-(cyclohexyloxy)-butyl]-malonic acid diethyl ester in the form of a pale yellow oily residue.

Aufarbeitung

  1. temperatureThis temperature is maintained for 1 hour
  2. additionWhen the addition
  3. concentrationis concentrated considerably
  4. addition100 ml of ice water are added to the residue
  5. extractionthe mixture is extracted 3 times with a total of 150 ml of methylene chloride
  6. dry with materialThe combined organic phases are dried over sodium sulphate
  7. customthe solvent is removed by distillation in vacuo, together with excess malonic acid diethyl ester

Quellen und Nachweise

ORD-Eintrag
ord-ba2bec645f404b4e94b7563d177827c9
Quelldatensatz
uspto-grants-1984_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04430339

Notizen zur Reaktion

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