反应详情

温度

20 °C

To a solution of 3;3 g of 2-chloro-5-[dimethyl-(1,1,2-trimethylpropyl)silanyloxy]-6-formyl-3-methoxy-benzoic acid allyl ester in 4 ml of acetonitrile were added 1.8 g of sodium iodide and 1.6 ml of trimethyl-chlorosilane. A white precipitate occurred. The mixture was stirred for 5 min at 20° C. The suspension was cooled to 0° C. and 1.48 ml of tetramethyldisiloxane were added. The mixture was stirred for 2 hours at 0° C. and then partitioned between 20 ml of ethyl acetate and 20 ml of water. The aqueous phase was extracted twice with 20 ml of ethyl acetate. The organic layer was dried over sodium sulfate and the solvent was evaporated in vacuo. The residue was chromatographed on silica gel using diethyl ether/hexane (3:1, v/v) as eluent to afford 3.39 g of 2-chloro-5-[dimethyl-(1,1,2-trimethylpropyl)-silanyloxy]-6-iodomethyl-3-methoxy-benzoic acid allyl ester as a colorless oil.

1. temperatureThe suspension was cooled to 0° C.
2. stirringThe mixture was stirred for 2 hours at 0° C.
3. custompartitioned between 20 ml of ethyl acetate and 20 ml of water
4. extractionThe aqueous phase was extracted twice with 20 ml of ethyl acetate
5. dry with materialThe organic layer was dried over sodium sulfate
6. customthe solvent was evaporated in vacuo
7. customThe residue was chromatographed on silica gel