反应详情

温度

60 °C

To methyl 2-(3,4-dihydroxyphenyl)acetate (1.0 g) in DMF (10 mL) was added tert-butyl 2-bromoethylcarbamate (2.7 g) and K2CO3 (1.7 g). The resulting reaction mixture was stirred at 60° C. overnight. Water was added and the aqueous phase extracted with EtOAc. The organic phase was then dried and concentrated. The residue was purified by flash chromatography. The product was obtained as a mixture of mono- and bis-alkylation. The mixture was then dissolved in MeOH and THF (10 mL, 1:1) and IN NaOH was added. The resulting reaction mixture was stirred at room temperature overnight. IN HCl was added to acidify the solution. The aqueous phase was extracted with EtOAc (3×). The organic phases were combined, dried and concentrated. The title product was obtained by reverse phase chromatography purification (0.5 g).

1. customThe resulting reaction mixture
2. extractionthe aqueous phase extracted with EtOAc
3. customThe organic phase was then dried
4. concentrationconcentrated
5. customThe residue was purified by flash chromatography
6. customThe product was obtained as a mixture of mono- and bis-alkylation
7. customThe resulting reaction mixture
8. stirringwas stirred at room temperature overnight
9. extractionThe aqueous phase was extracted with EtOAc (3×)
10. customdried
11. concentrationconcentrated