反应详情

To a slurry of LAH (38.1 mg, 1.00 mmol) in anhydrous THF (8 ml) was drop wise added (3-thiophen-2-yl-5-thioxo-1,5-dihydro-[1,2,4]triazol-4-yl)-acetic acid (101 mg, 0.42 mmol) in anhydrous THF (4 ml). The mixture was reacted for 2 h and then quenched with saturated aq. Na2SO4 (10 ml). THF was removed under reduced pressure and the residue was made acidic with aq. HCl (3N) and partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc (3×20 ml). The combined organic layers were washed with brine (15 ml), dried (MgSO4) and concentrated under reduced pressure. The crude product was used without purification in the next step. 1H NMR (DMSO-d6), δ (ppm): 13.94 (s, 1H), 7.86 (d, 1H); 7.81 (d, 1H), 7.24 (dd, 1H), 5.09 (t, 1H), 4.16 (t, 2H), 3.76 (app. q, 2H).

1. customThe mixture was reacted for 2 h
2. customquenched with saturated aq. Na2SO4 (10 ml)
3. customTHF was removed under reduced pressure
4. custompartitioned between EtOAc and water
5. extractionThe aqueous layer was extracted with EtOAc (3×20 ml)
6. washThe combined organic layers were washed with brine (15 ml)
7. dry with materialdried (MgSO4)
8. concentrationconcentrated under reduced pressure
9. customThe crude product was used without purification in the next step