Boron trifluoride → 1-(4-(Trifluoromethyl)phenyl)cyclopropanamine

HRID 59248

Reaktionsgleichung

Reaktionsgleichung von HRID 59248
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.[CH2:13]([Mg]Br)[CH3:14].B(F)(F)F>CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-].C(OCC)C>[F:1][C:2]([F:11])([F:12])[C:3]1[CH:10]=[CH:9][C:6]([C:7]2([NH2:8])[CH2:14][CH2:13]2)=[CH:5][CH:4]=1

Komponenten

6

Edukt 3

HCID 6356Boron trifluorideHCID 67995Benzonitrile, 4-(trifluoromethyl)-HCID 178418443HCID 178418443, Verbindung

Produkt 1

HCID 534204531-(4-(Trifluoromethyl)phenyl)cyclopropanamineAusbeute 180 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 11026Titanium isopropoxideKatalysatorHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

The title compound was prepared according to the procedure described in Intermediate-12 by using of 4-(trifluoromethyl)benzonitrile (1.0 g, 0.58 mmol), diethyl ether (20 mL), titanium isopropoxide (2.0 g, 0.70 mmol), ethyl magnesium bromide (4.30 mL, 12.86 mmol) and boron trifluoride solution (1.5 mL) to afford 0.210 g of desired product. 1H NMR (CDCl3): δ 1.05 (s, 2H), 1.60 (s, 2H), 1.78 (s, 2H), 7.36 (d, J=7.8 Hz, 2H), 7.55 (d, J=8.1 Hz, 2H).

Aufarbeitung

  1. customThe title compound was prepared

Quellen und Nachweise

ORD-Eintrag
ord-1907ea81c3484ddbbe15735aea810ce6
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09439890B2

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