反应详情

2 M aqueous Na2CO3 solution (1.0 mL) is added to a flask charged with a stir bar, trifluoro-methanesulfonic acid 8-(2,3-dihydro-benzo[1,4]dioxine-6-carbonyl)-8-aza-bicyclo[3.2.1]oct-2-en-3-yl ester (0.40 g), phenylboronic acid (0.13 g), lithium chloride (87 mg), Pd(PPh3)4 (60 mg), water (2 mL), and 1,2-dimethoxyethane (10 mL) in argon atmosphere. The resulting mixture is stirred at reflux temperature for 4 h. After cooling to ambient temperature, brine is added and the mixture is extracted with ethyl acetate. The combined extracts are dried (Na2SO4) and the solvent is removed under reduced pressure. The residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate 1:0→2:1).

1. additioncharged with a stir bar
2. temperatureat reflux temperature for 4 h
3. extractionthe mixture is extracted with ethyl acetate
4. dry with materialThe combined extracts are dried (Na2SO4)
5. customthe solvent is removed under reduced pressure
6. customThe residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate 1:0→2:1)