Réaction #836423

Équation de réaction

7-acetyl-4-(benzyloxy)-1,3-benzothiazol-2(3H)-one

phenyltrimethylammonium tribromide

→

title compound

Rendement 93.3%

4-(Benzyloxy)-7-(bromoacetyl)-1,3-benzothiazol-2(3H)-one

Rendement 93.3%

Solvants

water

THF

Conditions de réaction

Traitement

1. 1
   Extractionextracted with ethyl acetate
2. 2
   Séchagedried (MgSO4)
3. 3
   Filtrationfiltered
4. 4
   Autreevaporated in vacuo
5. 5
   AutreThe residue was purified on a 5 g silica SPE cartridge
6. 6
   Lavageeluting

Mode opératoire

To a solution of 7-acetyl-4-(benzyloxy)-1,3-benzothiazol-2(3H)-one (68 mg) in dry THF (3 ml) under nitrogen, was added phenyltrimethylammonium tribromide (90 mg) and the mixture heated at 80° C. under nitrogen for 2 h. The mixture was diluted with water, extracted with ethyl acetate, dried (MgSO4), filtered and evaporated in vacuo. The residue was purified on a 5 g silica SPE cartridge, eluting with stepped gradient of 10% to 100% ethyl acetate-cyclohexane mixtures, to give the title compound (49 mg).

Source