反应详情

Add dropwise diethylzinc (1.0M in hexanes, 16 mmol) to a solution of 3-(4-iodophenyl)-4-cyano-5-methanesulfonyl-thiophene-2-carboxylic acid ethyl ester (2.78 mmol) in 15 mL of anhydrous CH2Cl2 and stir under nitrogen at room temperature for 5 days. Cool to 0° C. and carefully quench with ice followed by 10 mL of saturated NH4Cl. Filter the mixture through Celite and rinse the filter pad with 100 mL of CH2Cl2. Wash the combined organic layers with brine (1×20 mL), dry over Na2SO4, filter, and evaporate. Chromatograph (hexane:ethyl acetate 3:1) over silca gel to provide the title compound: MS (ES+, m/e): 412 (M+1).

1. temperatureCool to 0° C.
2. customcarefully quench with ice
3. filtrationFilter the mixture through Celite
4. washrinse the filter pad with 100 mL of CH2Cl2
5. washWash the combined organic layers with brine (1×20 mL)
6. dry with materialdry over Na2SO4
7. filtrationfilter
8. customevaporate