反应详情

To a partially heterogeneous mixture of N1,N3-bis(4-fluorobenzyl)isophthalamide (5.1 g, 13.41 mmol) in THF (70 mL) at ice bath temp was added a cold solution of borane (100 mL of 1 M solution in THF) slowly. It was stirred at ice bath tem for 1 h. It was warmed to rt and stirred for 30 h at rt. The mixture was warmed to ˜60° C. and stirred for 2 h. To the mixture was added 5 mL of HOAc, stirred for 1 h and it was mostly concentrated. To the residue was slowly added 150 mL of MeOH and 150 mL of 1N HCl with stirring, stirred for 2 h at rt, heated at 65° C. for 30 min and it was mostly concentrated. The mixture was mixed with EtOAc and aq NaHCO3, the EtOAc layer was separated, washed with water, dried over MgSO4 and concentrated in vacuo to obtain the desired product (4.5 g, 95%) as a viscous material of crude product. This crude product was used directly for the next step without any further purification.

1. stirringstirred for 30 h at rt
2. temperatureThe mixture was warmed to ˜60° C.
3. stirringstirred for 2 h
4. stirringstirred for 1 h
5. concentrationit was mostly concentrated
6. stirringwith stirring
7. stirringstirred for 2 h at rt
8. temperatureheated at 65° C. for 30 min
9. concentrationit was mostly concentrated
10. additionThe mixture was mixed with EtOAc and aq NaHCO3
11. customthe EtOAc layer was separated
12. washwashed with water
13. dry with materialdried over MgSO4
14. concentrationconcentrated in vacuo