反应详情

1.0 g (5.4 mmol) 3-cyclopropylmethylene-1,3-dihydro-indol-2-one were placed in 50 mL THF. 12 mL (12 mmol) 1M borane in THF was slowly added dropwise. The reaction mixture was refluxed for 3 h. After cooling to RT 10 mL methanol and 15 mL semi-concentrated aqueous hydrochloric acid solution were successively added dropwise and then the mixture was refluxed for 3 h. After cooling to RT it was extracted with EtOAc. The aqueous phase was made alkaline with aqueous 4M sodium hydroxide solution and extracted once again with EtOAc. The organic phase was dried, filtered and evaporated down.

1. temperatureThe reaction mixture was refluxed for 3 h
2. additionwere successively added dropwise
3. temperaturethe mixture was refluxed for 3 h
4. extractionwas extracted with EtOAc
5. extractionextracted once again with EtOAc
6. customThe organic phase was dried
7. filtrationfiltered
8. customevaporated down