Ethylene carbonate → 2-(4-Bromo-2,6-dimethylphenoxy)ethanol

関与物質

反応条件

反応手順

Lithium hydride (200 mg) was added to a stirred solution of 4-bromo-2,6-dimethylphenol (65 g) in DMF at ambient temperature. When evolution of hydrogen had ceased, ethylene carbonate (31.9 g) was added and the mixture was heated at 150° C. for 12 hours. The DMF was removed by evaporation and the cooled residue was dissolved in ethyl acetate (500 ml). The ethyl acetate solution was washed with water (2×100 ml) and then with saturated brine (100 ml), dried (MgSO4) and evaporated. The residue was crystallised from methanol to give 2-(4-bromo-2,6-dimethylphenoxy)ethanol (51 g), m.p. 47-48° C. NMR (CDCl3): 2.21(6H,s), 3.86(2H,m), 3.93(2H,m), 7.12(2H,s).

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