StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Diethyl Ether → HCID 178418606, Verbindung

HRID 5304
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 5304
[CH2:1]([Mg]Br)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[O:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]1[O:18][C@H:19]1[CH2:24][CH2:23][C@H:22]([C:25]2[CH:30]=[CH:29][C:28]([C:31]3C=C[C:34]([C:37]#N)=[CH:33][CH:32]=3)=[CH:27][CH:26]=2)[CH2:21][CH2:20]1.[C:39](=[O:42])([O-])[O-].[Na+].[Na+].[CH2:45](OCC)C>O1CCCC1>[O:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]1[O:18][C@H:19]1[CH2:20][CH2:21][C@H:22]([C:25]2([C:39](=[O:42])[CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH:30]=[CH:29][C:28]([C:31]3[CH:45]=[CH:37][CH:34]=[CH:33][CH:32]=3)=[CH:27][CH2:26]2)[CH2:23][CH2:24]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 10340Sodium CarbonateHCID 178418638HCID 178418638, VerbindungHCID 178418655HCID 178418655, Verbindung

Produkt 1

HCID 178418606HCID 178418606, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

A solution of nonylmagnesium bromide (8.3 mmol) in 30 ml of diethyl ether was treated at 0° C. with a solution of 1.5 g of trans-4-(4'-cyano-4-biphenylyl)cyclohexyl tetrahydropyranyl ether in 15 ml of tetrahydrofuran. The reaction mixture was heated at slight reflux overnight and then treated with dilute sodium carbonate solution. The organic phase was separated and the aqueous phase was back-extracted three times with 50 ml of diethyl ether each time. The combined organic phases were washed once with dilute sodium carbonate solution and twice with water and then dried over magnesium sulfate, filtered and concentrated. The residue was purified by chromatography on silica gel with toluene/ethyl acetate (vol. 9:1). The trans-4-(4-decanoyl-4-biphenylyl)cyclohexyl tetrahydropyranyl ether (1.8 g) obtained was used in the next step without further purification.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureat slight reflux overnight
  3. customThe organic phase was separated
  4. extractionthe aqueous phase was back-extracted three times with 50 ml of diethyl ether each time
  5. washThe combined organic phases were washed once with dilute sodium carbonate solution and twice with water
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe residue was purified by chromatography on silica gel with toluene/ethyl acetate (vol. 9:1)

Quellen und Nachweise

ORD-Eintrag
ord-5ec990aeb1174b278ed38ed7122071bb
Quelldatensatz
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05244597

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion