反应详情

To a solution of dimethyl [4-(tert-butoxycarbonyl)phenyl]malonate (4.00 g, 13.0 mmol) in THF (30 mL) and MeOH (10 mL) was added NaOH (2N, 19.5 mL, 38.9 mmol). After stirring the reaction for 45 minutes at room temperature, it was diluted with 1 M citric acid and extracted with EtOAc. The organic layer was washed (water, brine), dried (MgSO4), and concentrated to a yellow residue. The residue was redissolved in EtOAc (50 mL) and H2O (50 mL) and stirred for 2 h at 80° C. The mixture was extracted with EtOAc, washed with water and brine, dried (MgSO4), and concentrated to give [4-tert-butoxycarbonyl)phenyl]acetic acid as an off-white solid. MS (ESI) calcd [M+Na]+ 259.1, found 259.1.

1. customthe reaction for 45 minutes at room temperature
2. extractionextracted with EtOAc
3. washThe organic layer was washed (water, brine)
4. dry with materialdried (MgSO4)
5. concentrationconcentrated to a yellow residue
6. dissolutionThe residue was redissolved in EtOAc (50 mL)
7. stirringH2O (50 mL) and stirred for 2 h at 80° C
8. extractionThe mixture was extracted with EtOAc
9. washwashed with water and brine
10. dry with materialdried (MgSO4)
11. concentrationconcentrated
12. customto give [4-tert-butoxycarbonyl)phenyl]acetic acid as an off-white solid