Potassium Carbonate → HCID 178447974, Verbindung

HRID 1249305Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1249305
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10][CH2:11][C@H:12]2[CH2:17][CH2:16][C@H:15]([CH:18]=O)[CH2:14][CH2:13]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].[Br-].[C:21]([C:23]1[CH:48]=[CH:47][C:26]([CH2:27][P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:25][CH:24]=1)#[N:22].C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10][CH2:11][C@H:12]2[CH2:17][CH2:16][C@H:15]([CH:18]=[CH:27][C:26]3[CH:47]=[CH:48][C:23]([C:21]#[N:22])=[CH:24][CH:25]=3)[CH2:14][CH2:13]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 2778276(4-Cyanobenzyl)triphenylphosphonium bromideHCID 178447982HCID 178447982, Verbindung

Produkt 1

HCID 178447974HCID 178447974, VerbindungAusbeute 77,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of 5.6 g of trans-4-[2-(trans-4-propylcyclohexyl)ethyl]cyclohexanecarboxaldehyde, 10.6 g of p-cyanobenzyl-triphenylphosphonium bromide and 200 ml of dioxan was treated with 14.5 g of powdered potassium carbonate and the mixture was heated to boiling for 72 hours. After cooling, the mixture was filtered, the filtrate was concentrated and the residue was chromatographed on silica gel with hexane/diethyl ether (vol. 4:1), thereby obtaining 6.0 g of p-[2-[trans-4-[2-(trans-4-propylcyclohexyl)ethyl]cyclohexyl]vinyl]benzonitrile.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered
  4. concentrationthe filtrate was concentrated
  5. customthe residue was chromatographed on silica gel with hexane/diethyl ether (vol. 4:1)

Quellen und Nachweise

ORD-Eintrag
ord-3e1e059c809f4fa0a239625e61415887
Quelldatensatz
uspto-grants-1986_12
Patentnummer
US04630896

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