反应详情

温度

-40 °C

A solution of 12.88 g (0.074 mol) of 2-methyl-4-phenylthiophene, 23.4 mL (0.16 mol) of TMEDA in 200 mL of diethyl ether (ether) was treated with 100 mL (0.16 mol) of 1.6M BuLi in hexane under stirring at −40° C. Then the reaction mixture was allowed to warm up to room temperature (r.t.) and was stirred for 3 h (white precipitate forms). The reaction mixture was cooled to −40° C. and treated with 8.76 g (0.075 mol) of ethyl N,N-dimethylcarbamate in 25 mL of ether. Then the reaction mixture was allowed to warm up to r.t. and was stirred overnight. Resulting mixture was treated with 10% aqueous NH4Cl, the organic layer was separated and the organic phase was washed with 10% aqueous solution of NH4Cl and then dried by anhydrous Na2SO4. Solvent was evaporated and the residue was washed with methanol. Yield 6.8 g (46%) of red crystals.

1. temperatureto warm up to room temperature (r.t.)
2. stirringwas stirred for 3 h (white precipitate forms)
3. temperatureThe reaction mixture was cooled to −40° C.
4. temperatureto warm up to r.t.
5. stirringwas stirred overnight
6. customResulting mixture
7. customthe organic layer was separated
8. washthe organic phase was washed with 10% aqueous solution of NH4Cl
9. dry with materialdried by anhydrous Na2SO4
10. customSolvent was evaporated
11. washthe residue was washed with methanol