反应详情

温度

130 °C

To a 250 mL glass reaction vessel containing an ethyl acetate (120 mLs) solution of N,N-dimethyl,2,6-dimethyl-4-aminomethylphenol (7.16 g; 40 mmols), there was added methyl iodide (40 mmols) to give a colorless slurry. The vessel was sealed and 1,3-butadiene (200 mmols) was introduced into the vessel. The reaction mixture was heated to 130° C. and the pressure was increased from atmospheric to 70 psig. The reaction mixture was maintained at these conditions for approximately 5 hours. The reaction vessel was cooled to room temperature. After cooling, the reaction mixture was filtered to remove ammonium iodide salt by-product. The filtrate was concentrated to afford a viscous oil which was purified by column chromatography (ethyl acetate/silica gel) to give 6.02 g of 2,4-dimethylspiro[5.5]undeca-1,4,8-trien-3-one (76% yield by vapor phase chromatography).

1. customto give a colorless slurry
2. customThe vessel was sealed
3. temperaturethe pressure was increased from atmospheric to 70 psig
4. temperatureThe reaction mixture was maintained at these conditions for approximately 5 hours
5. temperatureThe reaction vessel was cooled to room temperature
6. temperatureAfter cooling
7. filtrationthe reaction mixture was filtered
8. customto remove ammonium iodide salt by-product
9. concentrationThe filtrate was concentrated
10. customto afford a viscous oil which
11. customwas purified by column chromatography (ethyl acetate/silica gel)