反应详情

温度

40 °C

To a solution of 2-(benzhydrylidene-amino)-5-[4-((R)-2,2-dimethyl-[1,3]-dioxolan-4-ylmethoxy)-phenyl]pentanenitrile (7.2 g, 15.5 mmol) in THF (50 mL) is added aqueous HCl (5 mL of a 2 M solution). The solution is heated at 40° C. for 4 h and then allowed to cool to RT. The pH is adjusted to 9-10 using saturated aqueous sodium hydrogen carbonate solution and the organic solvent is removed in vacuo. The crude residue is dissolved in EtOAc (100 mL) and washed with water, brine then dried (MgSO4), filtered and concentrated in vacuo. The resulting residue is purified by chromatography (SiO2, iso-hexane:EtOAc with 1% triethylamine) to yield the title compound as colourless oil that solidifies upon standing as a mixture of diastereoisomers. [M+H]+ 305.

1. temperatureto cool to RT
2. customthe organic solvent is removed in vacuo
3. dissolutionThe crude residue is dissolved in EtOAc (100 mL)
4. washwashed with water, brine
5. dry with materialthen dried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe resulting residue is purified by chromatography (SiO2, iso-hexane:EtOAc with 1% triethylamine)