反应详情

温度

60 °C

A 50-liter flask was added 2-methyl-tetrahydrofuran (2-methyl-THF) (36 L), compound 3 (2.85 kg, 7.455 mol) and tin(II) chloride (5.03 kg, 22.365 mol). The mixture was heated to 60° C. Upon completion, the reaction was quenched with an aqueous potassium carbonate solution (20%). The resulting mixture was filtered with celite and the solid residue was washed with 2-methyl-THF and tetrahydrofuran (THF). The filtrate was washed with an aqueous NaCl solution (15 L, 10%) and the organic layer was separated. The organic layer was further washed with an aqueous NaCl solution (15 L, 20%) and concentrated on a rotovap to yield compound 4 (2.536 kg, 96.65% yield). MS (ESI): M+H+=353 and 354. 1H NMR (DMSO-d6, δ ppm): 5.22 (2H, s), 6.93 (2H, m), 8.12 (1H, s), 8.47 (1H, d J=2.3 Hz), 8.54 (1H, d J-1.6 Hz), 13.2 (1H, s).

1. customUpon completion, the reaction was quenched with an aqueous potassium carbonate solution (20%)
2. filtrationThe resulting mixture was filtered with celite
3. washthe solid residue was washed with 2-methyl-THF and tetrahydrofuran (THF)
4. washThe filtrate was washed with an aqueous NaCl solution (15 L, 10%)
5. customthe organic layer was separated
6. washThe organic layer was further washed with an aqueous NaCl solution (15 L, 20%)
7. concentrationconcentrated on a rotovap