Cinnamoylbenzene → (2RS)-(3RS)-2-dimethylaminomethyl-1,3,6-triphenylhexan-1-one hydrochloride

HRID 481167Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 481167
C1(C=CC(C2C=CC=CC=2)=O)C=CC=CC=1.BrCCCC1C=CC=CC=1.[CH3:27][N+:28]([CH3:30])=[CH2:29].[I-].[ClH:32].CN(C)[C:35](C)([CH:44]([C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1)[CH2:45][CH2:46][CH2:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)[C:36]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:37]>>[ClH:32].[CH3:29][N:28]([CH2:30][CH:35]([CH:44]([C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1)[CH2:45][CH2:46][CH2:47][C:48]1[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=1)[C:36]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:37])[CH3:27]

Komponenten

5

Edukt 4

HCID 7189CinnamoylbenzeneHCID 12503(3-Bromopropyl)benzeneHCID 2724133Dimethyl(methylene)ammounium iodideHCID 70010526(2RS)-(3RS)-2-dimethylamino-methyl-1,3,6-triphenylhexan-1-one hydrochloride

Produkt 1

HCID 18767213(2RS)-(3RS)-2-dimethylaminomethyl-1,3,6-triphenylhexan-1-one hydrochloride

Versuchsvorschrift

The synthesis was carried out according to the procedure of Example 38. The chalcone derivative was reacted with 1-bromo-3-phenylpropane. The Eschenmoser salt was then added in an equimolar amount. The yield of (2RS)-(3RS)-2-dimethylamino-methyl-1,3,6-triphenylhexan-1-one hydrochloride was 0.9 g (44%).

Quellen und Nachweise

ORD-Eintrag
ord-2847a4d931ac40f99a8d30b2c0db3113
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06653508B2

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