Reaktion #1960500

Reaktionsgleichung

6-(1-ethynylbutoxy)-7,8-difluoro-2-(4-propylcyclohexyl)-1,2,3,4-tetrahydronaphthalene

hydrochloric acid

→

5,6-difluoro-3-propyl-8-(4-propylcyclohexyl)-7,8,9,10-tetrahydro-3H-benzo[f]chromene

Lösungsmittel

N,N-diethylaniline

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Extraktionthe mixture is extracted with MTBE
3. 3
   WaschenThe organic phase is washed with 2 N hydrochloric acid and water
4. 4
   Sonstigethe solution is dried
5. 5
   Sonstigeafter removal of the solvent
6. 6
   Sonstigeis purified by column chromatography (SiO2, n-heptane:toluene=9:1)

Vorschrift

4.5 g (11.6 mmol) of 6-(1-ethynylbutoxy)-7,8-difluoro-2-(4-propylcyclohexyl)-1,2,3,4-tetrahydronaphthalene are heated at 200° C. for 2 h in 45 ml of N,N-diethylaniline. After cooling, the batch is added to a mixture of 2 N hydrochloric acid and ice, and the mixture is extracted with MTBE. The organic phase is washed with 2 N hydrochloric acid and water, and the solution is dried using sodium sulfate. The residue remaining after removal of the solvent is purified by column chromatography (SiO2, n-heptane:toluene=9:1), giving 5,6-difluoro-3-propyl-8-(4-propylcyclohexyl)-7,8,9,10-tetrahydro-3H-benzo[f]chromene as a yellow solid.

Quelle