反应详情

To a solution of (E)-1-(3-(benzyloxy)prop-1-enyl)-2-chlorobenzene(Preparation example 367, 4.94 g, 22 mmole) in CH2Cl2 (110 mL) was added 3-chloroperoxybenzoic acid (70˜75%, 8 g, 33 mmole) portionwise at 0° C. The mixture was stirred for 18 hr at room temperature. The TLC showed complete consumption of SM. The reaction mixture was quenched with H2O at 0° C. then extracted with EtOAc. The aqueous layer was extracted with EtOAc and separated. The combined organic layer was washed with sat′ NaHCO3, H2O, then dried over MgSO4 and evaporated under reduced pressure. The crude compound was purified by silica ge column to produce the title compound (4.3 g, 60˜80%).

1. customconsumption of SM
2. customThe reaction mixture was quenched with H2O at 0° C.
3. extractionthen extracted with EtOAc
4. extractionThe aqueous layer was extracted with EtOAc
5. customseparated
6. washThe combined organic layer was washed
7. dry with materialdried over MgSO4
8. customevaporated under reduced pressure
9. customThe crude compound was purified by silica ge column