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Hydrochloric Acid → HCID 20137673, Verbindung

HRID 2290510
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2290510
[CH2:1]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]#[N:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].C([Li])CCC.[C:22](OCC)(=[O:24])[CH3:23].Cl>O1CCCC1.CCCCCC.O>[C:22]([CH:14]([CH2:13][CH2:12][CH2:11][O:10][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[C:15]#[N:16])(=[O:24])[CH3:23]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 20137668HCID 20137668, VerbindungHCID 178418339Butyllithium

Produkt 1

HCID 20137673HCID 20137673, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittel2×
HCID 8028TetrahydrofuranLösungsmittel2×
HCID 8058HexaneLösungsmittel

Reaktionsbedingungen

Temperatur
-60 °C

Versuchsvorschrift

35.0 g (156 millimoles) of 5-(n-nonyloxy)-valeronitrile in 500 ml of absolute tetrahydrofuran are initially taken, in the absence of water and under an inert gas atmosphere, and the mixture is cooled to -60° C. 162 millimoles of n-butyl-lithium in n-hexane are slowly added to the stirred mixture, which is then left for 4 hours at -60° C. A solution of 13.1 g (155 millimoles) of dry ethyl acetate in tetrahydrofuran is then added dropwise, stirring is continued for 3 hours at -60° C., and the mixture is allowed to warm up slowly to room temperature. First water and then 2N hydrochloric acid are added while cooling with ice, until the pH of the solution reaches 4. The organic phase which separates out is isolated, washed with water, dried and evaporated down. The oil which remains (41 g; 99%) is more than 90% pure according to gas chromatography, and can be reacted without further purification.

Aufarbeitung

  1. waitis continued for 3 hours at -60° C.
  2. temperatureto warm up slowly to room temperature
  3. temperaturewhile cooling with ice, until the pH of the solution
  4. customThe organic phase which separates out is isolated
  5. washwashed with water
  6. customdried
  7. customevaporated down
  8. customcan be reacted without further purification

Quellen und Nachweise

ORD-Eintrag
ord-e8097f459e9e4aafb6a77fdc5018d8ba
Quelldatensatz
uspto-grants-1986_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04617303

Notizen zur Reaktion

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