反应详情

A 1 M aqueous NaOH solution (400 μL) is added to a solution of methyl 2-((S)-6-((R)-4-(4-(cyanomethoxy)-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate (120 mg) in methanol (4 mL). The mixture is stirred for 12 hours at room temperature. Methanol is evaporated off in vacuo and the residue is diluted with water. 1 M hydrochloric acid (400 μL) is added and the aqueous phase is extracted twice with dichloromethane The combined organic phases are dried (MgSO4) and concentrated. The residue is chromatographed on silica gel (petrole ether/ethyl acetate 60:40→0:100). The product thus obtained is crystallized from n-hexane to give the title compound. Yield: 75 mg; LC (method 7): tR=0.99 min; Mass spectrum (ESI+): m/z=521 [M+H]+.

1. customMethanol is evaporated off in vacuo
2. additionthe residue is diluted with water
3. addition1 M hydrochloric acid (400 μL) is added
4. extractionthe aqueous phase is extracted twice with dichloromethane The combined organic phases
5. dry with materialare dried (MgSO4)
6. concentrationconcentrated
7. customThe residue is chromatographed on silica gel (petrole ether/ethyl acetate 60:40→0:100)
8. customThe product thus obtained
9. customis crystallized from n-hexane