Reaktion #216224

Reaktionsgleichung

AlCl3

ethanethiol

HCl

4-isopropyl-6-methoxysaccharin

→

6-hydroxy-4-isopropylsaccharin

Ausbeute 97.8%

Lösungsmittel

chloroform

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeWithin minutes a clear solution formed
2. 2
   Sonstigeat 60° C
3. 3
   TemperaturAfter cooling
4. 4
   SonstigeThe solid which separated
5. 5
   Filtrationwas collected by filtration
6. 6
   Waschenwashed with water
7. 7
   Sonstigedried

Vorschrift

An alternative procedure was also used. To a stirred suspension of 62.74 g (0.47 mol) of AlCl3 in 500 mL of chloroform at 0° C. was added 43.9 g (0.7 mol) of ethanethiol. Within minutes a clear solution formed. To this a solution of 20.0 g (0.078 mol) of 4-isopropyl-6-methoxysaccharin in 550 mL of chloroform was added over a 30-min period. This solution was allowed to warm to RT and stirred for 3-4 hrs. at 60° C. After cooling, the mixture was poured into ice-water and acidified with dilute HCl. The solid which separated was collected by filtration, washed with water and dried to give 18.4 g (97%) of 6-hydroxy-4-isopropylsaccharin.

Quelle