反应详情

1 g (6.13 mmol) of 2,3-dihydro-(2S)-1H-indole-2-carboxylic acid, and 0.97 g (7.05 mmol) of potassium carbonate are solubilised in 2 ml of water. 1.6 g (6.13 mmol) of 3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-sulfonyl chloride solubilised in 12 ml of acetonitrile and 2 ml of water are added. Agitation is allowed to take place for 5 hours at ambient temperature. Water is added to the reaction medium, washing is performed with ethyl acetate, the acidity of the aqueous phase is raised to pH 3 by a solution of hydrochloric acid 1 N, and then extraction is performed using ethyl acetate. The organic phases are collected, dried on magnesium sulfate, filtered and concentrated under reduced pressure. The evaporation residue is purified by silica column chromatography eluting with the help of a dichloromethane/methanol (9/1; v/v) mixture. The expected product is obtained in the form of a beige foam with a yield of 73%.

1. customfor 5 hours
2. customat ambient temperature
3. washwashing
4. temperaturethe acidity of the aqueous phase is raised to pH 3 by a solution of hydrochloric acid 1 N
5. extractionextraction
6. customThe organic phases are collected
7. customdried on magnesium sulfate
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. customThe evaporation residue is purified by silica column chromatography
11. washeluting with the help of a dichloromethane/methanol (9/1; v/v) mixture