4-Biphenylacetonitrile → 2-[(4-Biphenylyl)cyanomethylene)pyrrolidine

HRID 1278060

Reaktionsgleichung

Reaktionsgleichung von HRID 1278060
CO[C:3]1[NH:4][CH2:5][CH2:6][CH:7]=1.[C:8]1([C:14]2[CH:22]=[CH:21][C:17]([CH2:18][C:19]#[N:20])=[CH:16][CH:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.N12CCCCC1C=NCCC2>C(OCC)C>[C:14]1([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:15]=[CH:16][C:17]([C:18]([C:19]#[N:20])=[C:3]2[CH2:7][CH2:6][CH2:5][NH:4]2)=[CH:21][CH:22]=1

Komponenten

5

Edukt 3

HCID 358564-BiphenylacetonitrileHCID 3141121,5-Diazabicyclo(5,4,0)undec-5-eneHCID 127618282-Methoxypyrroline

Produkt 1

HCID 705752122-[(4-Biphenylyl)cyanomethylene)pyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Stir 32.7 g of 2-methoxypyrroline, 63.8 g of 4-phenylbenzylcyanide and 5 g of 1,5-diazabicyclo[5,4,0]undec-5-ene for 26 hours at 110°. After cooling, take up the mixture with 500 ml of diethyl ether. Filter the formed precipitate and recrystallize it from 400 ml of ethanol with activated charcoal to obtain 12.2 g (14% of theory) of the title compound (m.p. 168° to 170°).

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationFilter the formed precipitate
  3. customrecrystallize it from 400 ml of ethanol with activated charcoal

Quellen und Nachweise

ORD-Eintrag
ord-ca8fbdbb0996488faf4b605cfcdaaee8
Quelldatensatz
uspto-grants-1981_07
Patentnummer
US04279918

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