반응 #364116

반응 방정식

1-methoxycarbonylmethoxy-5-oxo-5,6,7,8-tetrahydronaphthalene

bromine

→

1-methoxycarbonylmethoxy-5-oxo-6-bromo-5,6,7,8-tetrahydronaphthalene

용매

dichloromethane

반응 조건

후처리

1. 1
   세척The mixture was washed with an aqueous saturated sodium bicarbonate
2. 2
   건조dried over magnesium sulfate
3. 3
   기타evaporated in vacuo
4. 4
   기타The residue was chromatographed on silica gel (30 ml)
5. 5
   workup.ADDITIONa mixture of dichloromethane-n-hexane
6. 6
   기타The desired fractions were collected
7. 7
   기타evaporated in vacuo

실험 절차

To a solution of 1-methoxycarbonylmethoxy-5-oxo-5,6,7,8-tetrahydronaphthalene (0.5 g) in dry dichloromethane (3 ml) was added bromine (0.14 ml) at 0° C. The mixture was warmed up to room temperature, stirred for 2 hours. The mixture was washed with an aqueous saturated sodium bicarbonate, dried over magnesium sulfate and evaporated in vacuo. The residue was chromatographed on silica gel (30 ml) using a mixture of dichloromethane-n-hexane. The desired fractions were collected and evaporated in vacuo to give 1-methoxycarbonylmethoxy-5-oxo-6-bromo-5,6,7,8-tetrahydronaphthalene (0.41 g). The crude crystal (50 mg) was recrystallized from ethyl acetate-n-hexane to give 31 mg as a white crystal.

출처