反应详情

温度

140 °C

A mixture of (7-bromo-5-fluoro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol (0.6 g, 2.3 mmol), sodium methanesulfinate (85%) (0.4 g, 3.5 mmol), CuI (0.04 g, 0.2 mmol), L-proline (0.05 g, 0.5 mmol) and K2CO3 (0.06 g, 0.5 mmol) in DMSO (6 ml) was heated in two batches under microwave radiation at 140° C. for 2 h in nitrogen-flushed vials. After cooling to ambient temperature, the batches were mixed, water and EtOAc were added and the water phase was extracted with EtOAc. The combined organic phases were washed with LiCl (5%), HCl (1 N), brine, dried (Na2SO4) and evaporated to dryness. The product was mixed with another batch of the same compound. Purification on flash column chromatography (isooctane/EtOAc/MeOH) gave the title compound (0.2 g). MS m/z (rel. intensity, 70 eV) 262 (M+, bp), 231 (32), 206 (12), 183 (17), 152 (14).

1. customflushed vials
2. temperatureAfter cooling to ambient temperature
3. additionthe batches were mixed
4. additionwater and EtOAc were added
5. extractionthe water phase was extracted with EtOAc
6. washThe combined organic phases were washed with LiCl (5%), HCl (1 N), brine
7. dry with materialdried (Na2SO4)
8. customevaporated to dryness
9. additionThe product was mixed with another batch of the same compound
10. customPurification on flash column chromatography (isooctane/EtOAc/MeOH)