反应详情

温度

0 °C

To a solution of 3-methoxy-4-ethyl-benzonitrile (13-2, 1.5 g, 9.31 mmol) in THF (45 mL) at 0° C. was added LAH (40 mL, 40.0 mmol) and stirred at 0° C. for 0.5 h. Quenched carefully over a period of 0.5 h with EtOAc at 0° C. and stirred for 15 minutes. Following this, water (1.5 mL) was added to this mixture and stirred for 15 minutes followed by 15% NaOH (1.5 mL) and again stirred for 15 minutes. Lastly, water (4.5 mL)was added and stirred for 15 more minutes. The mixture was dried over Mg2SO4, filtered and concentrated to yield a clear semi-solid. This semi-solid was treated with 2.0M HCl in ether (4.65 mL, 9.3 mmol) and the reaction contents were concentrated to afford the desired product as a white powder (13-3) in the form of a mono HCl salt. ESI+MS [M+H]+ C8H12N2O2: M-16 (—NH2), 149.1 found, 149.2 required.

1. customQuenched carefully over a period of 0.5 h with EtOAc at 0° C.
2. stirringstirred for 15 minutes
3. additionwas added to this mixture
4. stirringstirred for 15 minutes
5. stirringagain stirred for 15 minutes
6. additionLastly, water (4.5 mL)was added
7. stirringstirred for 15 more minutes
8. dry with materialThe mixture was dried over Mg2SO4
9. filtrationfiltered
10. concentrationconcentrated
11. customto yield a clear semi-solid
12. customthe reaction contents
13. concentrationwere concentrated