反应详情

BH3-DMS solution (18.4 mmol, 2 eq) was added dropwise to a solution of (S)-indoline-2-carboxylic acid (9.2 mmol, 1.0 eq) in THF (18 ml) and the mixture was refluxed for 12 h. Methanol (7.5 ml) and concentrated HCl (2.5 ml) were added to the reaction mixture with cooling, then refluxing was continued for a further 2 hours. The solvent was removed under vacuum and the residue made alkaline with 40% NaOH solution and extracted with DCM. The organic phase was washed with saturated sodium chloride solution, dried (Na2SO4) and concentrated to small volume under vacuum. The crude product was processed by column chromatography. Yield: 87%

1. temperaturethe mixture was refluxed for 12 h
2. temperaturewith cooling
3. temperaturerefluxing
4. customThe solvent was removed under vacuum
5. extractionextracted with DCM
6. washThe organic phase was washed with saturated sodium chloride solution
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated to small volume under vacuum