反应详情

温度

0 °C

To a solution of (E)-methyl 3-(4-((6-methoxybenzo[b]thiophen-3-yl)oxy)phenyl)acrylate (30 mg, 0.088 mmol) in CHCl3 (1.5 mL) at 0° C. was added POCl3 (0.5 mL, 5.36 mmol) followed by DMF (0.5 mL, 6.46 mmol). The resulting mixture was stirred at 0° C. for 5 min and then allowed to warm to room temperature for 2 h after which time the reaction was again cooled to 0° C. and quenched by dropwise addition of water. The mixture was then partitioned between 1N aqueous NaOH and CH2Cl2. The layers were separated and the organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo to afford (E)-methyl 3-(4-((2-formyl-6-methoxybenzo[b]thiophen-3-yl)oxy)phenyl)acrylate (31 mg, 0.084 mmol, 95% yield) which was used without further purification. LC/MS (m/z, MH+): 369.0.

1. temperatureto warm to room temperature for 2 h after which time the reaction
2. temperaturewas again cooled to 0° C.
3. customquenched by dropwise addition of water
4. customThe mixture was then partitioned between 1N aqueous NaOH and CH2Cl2
5. customThe layers were separated
6. dry with materialthe organic layer was dried over anhydrous Na2SO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo