Reaktion #2967

Reaktionsgleichung

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

N,N-diethyl-2-phenylhydrazono-3-oxobutyramide

CH3COONa

→

title compound

Ausbeute 57.9%

(±)-trans-6-Cyclopropylmethyl-2-diethylaminocarbonyl-8a-(3-methoxyphenyl)-3-methyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline hydrochloride

Ausbeute 57.9%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe residue was purified by flash chromatography ((i-Pr)2O/MeOH/conc. NH4OH 90:10:0.5)
2. 2
   workup.DISSOLUTIONThe product was dissolved in acetone
3. 3
   FiltrationThe solid was filtered
4. 4
   Waschenwashed
5. 5
   Sonstigedried

Vorschrift

0.28 g (0.80 mmol) of (±)-trans-2-cyclopropylmethyl-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride, 0.56 g (2.14 mmol) of N,N-diethyl-2-phenylhydrazono-3-oxobutyramide, 0.131 g (1.6 mmol) of CH3COONa, 0.402 g (6.16 mmol) of zinc dust and 10 ml of glacial acetic acid were treated as described in example 1. The residue was purified by flash chromatography ((i-Pr)2O/MeOH/conc. NH4OH 90:10:0.5). The product was dissolved in acetone and the solution brought to acidic pH with Et2O/HCl . The solid was filtered, washed and dried yielding 0.225 g of the title compound. M.p.=190°-195° C.

Quelle