反应详情

1.0 g of 2-(p-toluensulphonyl)-5-chloroisoindoline and 1.0 g of phenol were added to a mixture of 8 ml of 48% hydrobromic acid and 1.4 ml of propionic acid, and then mixture was heated at reflux for 6 hours. The resultant reaction mixture was diluted with 10 ml of water and extracted twice with 50 ml of ethyl acetate. The water layer was basified with aqueous sodium hydroxide solution and extracted with ethyl acetate three times. The extract was concentrated and the crude product was diluted with 4N HCl/dioxane and stirred for 15 minutes before evaporating the HCl and then re-evaporating with toluene three times to give 0.3 g of 5-chloro-2,3-dihydro-1H-isoindole hydrochloride as a black solid. MS: [M+H]+ 153-15

1. temperaturemixture was heated
2. temperatureat reflux for 6 hours
3. customThe resultant reaction mixture
4. extractionextracted twice with 50 ml of ethyl acetate
5. extractionextracted with ethyl acetate three times
6. concentrationThe extract was concentrated
7. additionthe crude product was diluted with 4N HCl/dioxane
8. custombefore evaporating the HCl
9. customre-evaporating with toluene three times