1,3-Dibromopropane → Didesmethylsibutramine

HRID 455540

Reaktionsgleichung

Reaktionsgleichung von HRID 455540
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][C:7]#[N:8])=[CH:4][CH:3]=1.Br[CH2:12][CH2:13][CH2:14]Br>>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2([CH:7]([NH2:8])[CH2:4][CH:5]([CH3:9])[CH3:6])[CH2:14][CH2:13][CH2:12]2)=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 80011,3-DibromopropaneHCID 2415824-Chlorobenzyl cyanide

Produkt 1

HCID 134772DidesmethylsibutramineAusbeute 56,2 %

Versuchsvorschrift

As described in article (Chinese Journal of Pharmaceuticals, 2001, 32(8): 337-339), p-chlorobenzyl cyanide was condensed with 1,3-dibromopropane, cycled to give cyclobutyl intermediate, and then through Grignard reaction and reduction reaction to give title compound (56.2% yield).

Aufarbeitung

  1. customto give cyclobutyl intermediate
  2. customthrough Grignard reaction and reduction reaction

Quellen und Nachweise

ORD-Eintrag
ord-f61af2fe89974ddbb36cdcc704faf1e5
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08497305B2

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