Potassium Carbonate → 1-Ethenyl-4-nitrobenzene

Temperature

80 °C

To an ethanol solution (3 ml) containing 4-nitroiodobenzene (125 mg), tributylvinyltin (174 mg), and potassium carbonate (138 mg) the mesh catalyst precursor (12 mm by 14 mm, wire diameter of 0.1 mm, opening of 0.154 mm) prepared in Example 3 was added to be heated for 12 hours at 80° C. The reaction mixture was cooled to room temperature, and the mesh catalyst precursor was washed with ethanol to be taken off from the reaction mixture. The solvent was distilled from the reaction mixture under reduced pressure. The residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=4:1) to give an intended product, 4-nitrostyrene with 90% yield. The mesh catalyst precursor taken off from the mixture was again used in the same reaction to again give the intended product, 4-nitrostyrene with 88% yield. The mesh catalyst precursor could be recycled at least ten times.

1. customprepared in Example 3
2. additionwas added
3. temperatureThe reaction mixture was cooled to room temperature
4. washthe mesh catalyst precursor was washed with ethanol
5. distillationThe solvent was distilled from the reaction mixture under reduced pressure
6. customThe residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=4:1)

ORD record

ord-14840c51f8f24b2595455283785a6701

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09175004B2