Réaction #94836

Équation de réaction

1-(1,4-Benzodioxan-2-yl)-2-bromoethanol

2-(piperid-4-yl)-1,2-benzisothiazolin-3-one-1,1-dioxide hydrochloride

triethylamine

→

title compound

2-([2-(1,4-benzodioxan-2-yl)-2-hydroxyethyl]piperid-4-yl)-1,2-benzoisothiazolin-3-one-1,1-dioxide

Solvants

isopropyl alcohol

ethanol

Conditions de réaction

Traitement

1. 1
   TempératureThe solution was cooled
2. 2
   Autrethe solvent evaporated
3. 3
   workup.ADDITIONthe residue treated with water
4. 4
   ExtractionThe product was extracted with chloroform
5. 5
   Lavagewashed with water
6. 6
   Séchagedried (MgSO4)
7. 7
   AutreEvaporation
8. 8
   Autregave a gum which
9. 9
   FiltrationThe crystallised solid was collected by filtration
10. 10
    workup.DISSOLUTIONdissolved in ethanol
11. 11
    workup.ADDITIONtreated with ethanolic HCl
12. 12
    workup.ADDITIONEther was added
13. 13
    Filtrationthe resulting precipitate filtered off
14. 14
    Autrerecrystallised from isopropyl alcohol

Mode opératoire

Erythro 1-(1,4-Benzodioxan-2-yl)-2-bromoethanol (1.29 g, 0.005 m), 2-(piperid-4-yl)-1,2-benzisothiazolin-3-one-1,1-dioxide hydrochloride (1.44 g, 0.005 m) and triethylamine (4 cm3) were refluxed for 24 hours in ethanol (50 cm3). The solution was cooled, the solvent evaporated and the residue treated with water. The product was extracted with chloroform, washed with water and dried (MgSO4). Evaporation gave a gum which was dissolved in isopropyl alcohol. The crystallised solid was collected by filtration, dissolved in ethanol and treated with ethanolic HCl. Ether was added and the resulting precipitate filtered off and recrystallised from isopropyl alcohol to give the title compound as the hydrochloride salt, m.p. 216°-218° C.

Source