反应详情

To a solution of 4-(tert-butoxycarbonylamino)-2-chloro-6-fluorobenzyl acetate (8.5 g, 24 mmol) in CH3CN (300 mL) was added trimethylsilyl iodide (4.12 mL, 28 mmol) at 0° C. under N2.2 After stirring 15 min, the reaction mixture was quenched with 5% Na2S2O3 (10 mL) in ice-bath, concentrated in vacuo, and extracted with EtOAc. The combined extracts were washed with H2O and brine successively, dried over anhyd MgSO4, concentrated and purified by column chromatography (Hex/DCM=1:1) to afford 4-amino-2-chloro-6-fluorobenzyl acetate as yellow solid. 1H NMR (400 MHz, CDCl3) δ 6.55-6.49 (m, 1H), 6.33-6.27 (m, 1H), 5.15 (d, 2H), 3.97 (d, 2H), 2.07 (s, 3H).

1. customthe reaction mixture was quenched with 5% Na2S2O3 (10 mL) in ice-bath
2. concentrationconcentrated in vacuo
3. extractionextracted with EtOAc
4. washThe combined extracts were washed with H2O and brine successively
5. dry with materialdried over anhyd MgSO4
6. concentrationconcentrated
7. custompurified by column chromatography (Hex/DCM=1:1)