Aniline → (-)-1-(1-Phenyl-2-propenyl)phenylamine

Reaktionsgleichung

[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(O[CH2:12][CH:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)OC>>[C:15]1([CH:14]([C:2]2([NH2:1])[CH:7]=[CH:6][CH:5]=[CH:4][CH2:3]2)[CH:13]=[CH2:12])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

Edukt 2

HCID 6115Aniline

HCID 54135828Methyl 3-phenylprop-2-en-1-yl carbonate

Produkt 1

HCID 68584977(-)-1-(1-Phenyl-2-propenyl)phenylamine

Versuchsvorschrift

By the procedure with [(COD)IrCl]2 (6.7 mg, 0.010 mmol) and L1 (Sa,Sc,Sc) (10.8 mg, 0.020 mmol) the reaction of aniline (130 mg, 1.40 mmol) and methyl cinnamyl carbonate (188 mg, 0.980 mmol) was conducted at room temperature for 24 h. 1H NMR and GC analysis of the crude reaction mixture showed that the conversion of the reaction was less than 1%.

Aufarbeitung

custom1H NMR and GC analysis of the crude reaction mixture

Quellen und Nachweise

ORD-Eintrag: ord-2100cafdb4bd4016aca38deed8f67b56
Quelldatensatz: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07732365B2

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