Reaktion #361201

Reaktionsgleichung

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

[(7-bromo-1-phenylheptyl)thio]benzene

ethyl diisopropylamine

→

desired product

Ausbeute 36.4%

1,2,3,4-Tetrahydro-6,7-dimethoxy-2-[7-phenyl-7-(phenylthio)heptyl]isoquinoline

Ausbeute 36.4%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux temperature for 29 hours
2. 2
   SonstigeThe solvent is evaporated over night
3. 3
   Sonstigethe residue is partitioned between chloroform and aqueous ammonium hydroxide
4. 4
   SonstigeThe organic layer is dried
5. 5
   Einengenconcentrated in vacuo
6. 6
   Sonstigeto give 5.81 g of crude product
7. 7
   SonstigeThe residue is purified by chromatography (silica gel: chloroform/methyl alcohol)

Vorschrift

The free base from 4.60 g of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride, 3.63 g of [(7-bromo-1-phenylheptyl)thio]benzene, 50 ml of acetonitrile and 2.61 ml of ethyl diisopropylamine is heated at reflux temperature for 29 hours. The solvent is evaporated over night and the residue is partitioned between chloroform and aqueous ammonium hydroxide. The organic layer is dried and concentrated in vacuo to give 5.81 g of crude product. The residue is purified by chromatography (silica gel: chloroform/methyl alcohol) to give 1.73 g of the desired product.

Quelle