3-Methoxyacetophenone → 2-Chlorohydrocinnamonitrile

HRID 265812

Reaktionsgleichung

Reaktionsgleichung von HRID 265812
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][NH2:11].COC1C=C(C(=O)C)C=CC=1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][NH2:11].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][C:10]#[N:11]

Komponenten

4

Edukt 2

HCID 114603-MethoxyacetophenoneHCID 52004113-(2-Chlorophenyl)propan-1-amine

Produkt 2

HCID 5806682-ChlorohydrocinnamonitrileHCID 52004113-(2-Chlorophenyl)propan-1-amine

Versuchsvorschrift

The imine V was prepared in a manner similar to that of imine III in Example I using 3-(2-chlorophenyl)propylamine and 3'-methoxyacetophenone. 3-(2-chlorophenyl)propylamine was obtained by the reduction (BH3 --SMe2 complex) of 2-chlorohydrocinnamonitrile (Aldrich Chemical Co., Milwaukee, Wis., U.S.A.). This process afforded 1-methyl-1-(3-methoxy)phenyl-5-(2-chloro)phenyl-2-aza-1-pentene (imine V), a single component, as analyzed by GC/EI-MS: m/z (rel. int.) 301 (M+, 1), 266 (22), 162 (100), 125 (26), 91 (13), 77 (9).

Quellen und Nachweise

ORD-Eintrag
ord-ccec9dc553444c4cad874fd7dc57aedd
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05648541

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