반응 #156670

반응 방정식

6-methoxy-isochroman-1-one

NBS

benzoyl peroxide

→

6-Methoxy-isochromen-1-one

용매

tetrachloromethane

반응 조건

후처리

1. 1
   온도under reflux
2. 2
   기타while irradiated with light
3. 3
   여과The mixture was filtered
4. 4
   농축the filtrate was concentrated
5. 5
   workup.DISSOLUTIONThe residue was dissolved in triethylamine (100 mL)
6. 6
   기타The organic phase was separated
7. 7
   건조dried over magnesium sulfate
8. 8
   농축concentrated
9. 9
   기타The residue was chromatographed on silica gel
10. 10
    기타In this way the product was obtained with molecular weight 176.17 (C10H8O3)

실험 절차

A solution of 6-methoxy-isochroman-1-one (15.1 g), NBS (27 g) and benzoyl peroxide (500 mg) in tetrachloromethane (250 mL) was heated for 3 h under reflux, while irradiated with light. The mixture was filtered and the filtrate was concentrated. The residue was dissolved in triethylamine (100 mL) and stirred for 48 h at room temperature. The reaction mixture was distributed between water and ethyl acetate and was adjusted to pH 1 with concentrated hydrochloric acid. The organic phase was separated, dried over magnesium sulfate and concentrated. The residue was chromatographed on silica gel. In this way the product was obtained with molecular weight 176.17 (C10H8O3); MS (ESI): 177 (M+H+).

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