Reaktion #2953

Reaktionsgleichung

(±)-trans-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride

cyclopropylmethyl bromide

potassium carbonate

potassium iodide

→

title compound

Ausbeute 26.0%

(±)-trans-2-Cyclopropylmethyl-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride

Ausbeute 26.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed in vacuo
2. 2
   Sonstigethe crude product was purified by flash chromatography (EtOAc/MeOH/conc. NH4OH 90:10:0.8)
3. 3
   workup.DISSOLUTIONThe solid product was dissolved in acetone
4. 4
   FiltrationThe precipitate was filtered

Vorschrift

0.88 g (3.08 mmol) of (±)-trans-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride, 0.44 g (3,23 mmol) of cyclopropylmethyl bromide, 0.64 g of potassium carbonate and a catalytical amount of potassium iodide in 15.4 ml of DMF were stirred at 60° C. for 2 h. The solvent was removed in vacuo, and the crude product was purified by flash chromatography (EtOAc/MeOH/conc. NH4OH 90:10:0.8). The solid product was dissolved in acetone and the solution brought to acidic pH with HCl/Et2O. The precipitate was filtered, yielding 0.28 g of the title compound. M.p.=78° C. dec.

Quelle