Reaktion #58549

Reaktionsgleichung

product

1-Benzyl-3-thiophen-3-yl-piperidine-4-carbonyl chloride

AlCl3

→

subtitle compound

Ausbeute 46.0%

5-Benzyl-3b,4,5,6,7,7a-hexahydro-1-thia-5-aza-cyclopenta[α]inden-8-one

Ausbeute 46.0%

Lösungsmittel

CH2Cl2

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with CH2Cl2 (300 ml)
2. 2
   ExtraktionThe organic extract
3. 3
   Trocknenwas dried (MgSO4), solvent
4. 4
   Sonstigeevaporated in vacuo and residue
5. 5
   Sonstigepurified by silica-gel chromatography

Vorschrift

A solution of the product from step e) (4.9 g, 13.8 mmol) in CH2Cl2 (21 ml) was added dropwise to a slurry of AlCl3 (5.51 g, 41.4 mmol) in CH2Cl2 (47 ml) at 22° C. After 45 minutes, the reaction mixture was poured into ice cold 2 M NaOH (100 ml) and extracted with CH2Cl2 (300 ml). The organic extract was dried (MgSO4), solvent evaporated in vacuo and residue purified by silica-gel chromatography using a ethyl acetate/hexanes gradient (0% to 50% ethyl acetate) to give the subtitle compound (1.8 g, 46%). MS calculated for C17H17NOS+H 284, observed 284.

Quelle