Reaktion #8507

Reaktionsgleichung

diisopropyl ether

water

compound ( 6 )

2-Benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-4-yl)methyl-1H-imidazole

hydrochloric acid

→

compound ( 12 )

2-Hydroxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-4-yl)methyl-1H-imidazole

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled down
2. 2
   SonstigeThe aqueous layer was separated
3. 3
   ExtraktionThe compound (12) was extracted with ethyl acetate (50 ml)
4. 4
   Waschenthe ethyl acetate layer was washed with water (30 ml)
5. 5
   ExtraktionEach aqueous layer was extracted with ethyl acetate (20 ml)
6. 6
   SonstigeThe ethyl acetate layer was collected
7. 7
   Einengenconcentrated under reduced pressure
8. 8
   Sonstigeto yield oily residue
9. 9
   Sonstigefor crystallization
10. 10
    Filtrationfiltered
11. 11
    Waschenwashed with diisopropyl ether (30 ml)
12. 12
    Sonstigedried

Vorschrift

To the compound (6) was added concentrated aqueous hydrochloric acid (50 ml). The mixture was heated at 90° C. for 2 hours and then cooled down. To the mixture were added water (50 ml) and toluene (20 ml). The aqueous layer was separated and neutralized by 30% aqueous sodium hydroxide. The compound (12) was extracted with ethyl acetate (50 ml), and the ethyl acetate layer was washed with water (30 ml). Each aqueous layer was extracted with ethyl acetate (20 ml). The ethyl acetate layer was collected and concentrated under reduced pressure to yield oily residue. To the oily residue was slowly added diisopropyl ether (50 ml) for crystallization. The obtained slurry was stirred at room temperature for 30 minutes, filtered, washed with diisopropyl ether (30 ml) and dried to yield the compound (12) (10.4 g) as a white crystal. Yield from the compound (22):82%

Quelle