反应详情

温度

0 °C

Diisopropylamine (9.4 g) was added to a solution of n-Butyllithium (1.6 M in hexane, 43.7 mL) in THF (67 mL) at −78° C. The mixture was stirred for 10 min at 0° C. and then cooled to −78° C. and a solution of 3-Methyl-5-trimethylsilanyl-thiophene-2-carboxylic acid (5.0 g) in THF (40 mL) was added. The mixture was stirred at −78° C. for 30 min and then paraformaldehyde (3.2 g) was added. After warming to room temperature water and ethyl acetate were added. The aqueous phase was slightly acidified with HCl (10%) and then extracted three time with ethyl acetate. The combined organic phases were dried over sodium sulfate and the solvent was removed in vacuum. The raw product was purified by preparative HPLC. In this way the product was obtained with molecular weight 244.39 (C10H16O3SSi); MS (ESI): 245 (M+H+).

1. temperaturecooled to −78° C.
2. stirringThe mixture was stirred at −78° C. for 30 min
3. additionwere added
4. extractionextracted three time with ethyl acetate
5. dry with materialThe combined organic phases were dried over sodium sulfate
6. customthe solvent was removed in vacuum
7. customThe raw product was purified by preparative HPLC
8. customIn this way the product was obtained with molecular weight 244.39 (C10H16O3SSi)