反应详情

温度

80 °C

1.03 g (5.2 mmol) of 3-methoxymethoxy-2-methylbenzene-1-boronic acid, 1 g (4.4 mmol) of methyl 4-bromo-3-methylbenzoate and 4.4 mL of 2.0M potassium carbonate solution are dissolved in 20 mL of ethylene glycol dimethyl ether. The mixture is degassed using a stream of nitrogen for 10 minutes, and 250 mg (0.22 mmol) of tetrakis(triphenylphosphine)palladium are then added and the medium is stirred for 24 hours at 80° C. After cooling and the usual treatment, the residue obtained is dissolved in 30 mL of methanol and 0.5 mL of sulphuric acid is added. The medium is stirred at room temperature for 6 hours and then poured into an ethyl ether/water mixture. After extraction with ether, the residue is purified by chromatography on silica gel (eluent: 9 heptane/1 ethyl acetate). The desired product is obtained in the form of a thick, colourless oil (m=890 mg; Y=79%).

1. customThe mixture is degassed
2. customfor 10 minutes
3. temperatureAfter cooling
4. customthe usual treatment, the residue obtained
5. stirringThe medium is stirred at room temperature for 6 hours
6. extractionAfter extraction with ether
7. customthe residue is purified by chromatography on silica gel (eluent: 9 heptane/1 ethyl acetate)