Water → 1-(1-Phenylbut-1-en-1-yl)pyrrolidine

HRID 2049758

Reaktionsgleichung

Reaktionsgleichung von HRID 2049758
[C:1]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=O)[CH2:2][CH2:3][CH3:4].[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1.B(F)(F)F.CCOCC.O>C1(C)C=CC=CC=1>[C:6]1([C:1]([N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)=[CH:2][CH2:3][CH3:4])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8000Boron trifluoride etherateHCID 10315ButyrophenoneHCID 31268Pyrrolidine

Produkt 1

HCID 538447171-(1-Phenylbut-1-en-1-yl)pyrrolidineAusbeute 77,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

In 50 ml of toluene, 4.44 g of n-butyrophenone, 6.40 g of pyrrolidine and 0.43 g of boron trifluoride etherate were dissolved. The mixture was refluxed for 47 hours using a Cope water separator and molecular sieve 4A as the dehydrating agent. After having distilled out the solvent under a reduced pressure, the residue was subjected to a distillation under a reduced pressure to obtain the desired enamine as a pale yellowish oil (yield: 4.66 g, 77%).

Aufarbeitung

  1. temperatureThe mixture was refluxed for 47 hours
  2. distillationAfter having distilled out the solvent under a reduced pressure
  3. distillationthe residue was subjected to a distillation under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d197b6ee4eb349e0a26ef7b41d5e3423
Quelldatensatz
uspto-grants-1980_04
Patentnummer
US04198510

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