반응 #836422

반응 방정식

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

DMF

N,N-diisopropylethylamine

benzyl bromide

→

title compound

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

용매

Water

THF

반응 조건

후처리

1. 1
   추출the mixture extracted with ethyl acetate
2. 2
   세척washed with brine
3. 3
   건조dried (MgSO4)
4. 4
   기타evaporated in vacuo
5. 5
   기타The residue was purified on a 5 g silica SPE cartridge
6. 6
   세척eluting with a stepped gradient of 10% to 50% ethyl acetate-cyclohexane mixtures

실험 절차

To a solution of 7-acetyl-4-hydroxy-1,3-benzothiazol-2(3H)-one (153 mg), in dry THF (3 ml) and dry DMF (0.5 ml) under nitrogen, was added N,N-diisopropylethylamine (0.13 ml) and benzyl bromide (0.09 ml), and the mixture stirred for 72 h. Water (10 ml) was added and the mixture extracted with ethyl acetate. The organic phases were combined, washed with brine, dried (MgSO4), and evaporated in vacuo. The residue was purified on a 5 g silica SPE cartridge, eluting with a stepped gradient of 10% to 50% ethyl acetate-cyclohexane mixtures, to give the title compound (68 mg). LCMS RT=3.14 min.

출처