反应详情

温度

24 °C

A solution of 7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan (10.0 g, 49.0 mmol) in glacial acetic acid 80 mL) is treated with 70% nitric acid (4.0 mL, 63.7 mmol) dropwise, and allowed to stir at 24° C. for 4 h. TLC (hexane) is used to monitor reaction progress. The reaction mixture is partitioned between Et2O (100 mL) and H2O (100 mL). The Et2O layer is washed with H2O (50 mL) and saturated Na2 CO3 (50 mL), dried (MgSO4), filtered and evaporated to a red solid (9.12 g). Crystallization from hexane provides 7-tert-butyl-3,3-dimethyl-5-nitro-2,3-dihydrobenzo[b]furan as an orange solid.

1. customreaction progress
2. customThe reaction mixture is partitioned between Et2O (100 mL) and H2O (100 mL)
3. washThe Et2O layer is washed with H2O (50 mL) and saturated Na2 CO3 (50 mL)
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. customevaporated to a red solid (9.12 g)
7. customCrystallization from hexane