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HRID 2857Erstellt: 23. Oktober 2026

Potassium Iodide → (+/-)-trans-2-Cyclopropylmethyl-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride

https://huagongshe.com/de/reaction/2857

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium IodideHCID 4875—
EduktPotassium CarbonateHCID 11430—
EduktBromomethylcyclopropaneHCID 81503—
Edukt(+/-)-trans-4a-(3-Methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8, 8a-decahydroisoquinoline hydrochlorideHCID 86752321—
LösungsmittelDimethylformamideHCID 6228—
Produkt(+/-)-trans-2-Cyclopropylmethyl-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochlorideHCID 8675232226%

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05731322
Quelldatensatzuspto-grants-1998_03
ORD IDord-d8b6f19e1cf843a08f290872c0b51286
Quellennotizuspto-grants-1998_03