反应详情

A partially dried solution of tetrabutylammonium flouride (24 ml, 1M in THF stored over 4A sieves) was added to 2-bromo-3,4-dimethoxy-6-nitrobenzonitrile (prepared according to step (c), 1.73 g, 6.02 mmol) with stirring at room temperature. After 1 hour ethyl acetate was added and the mixture washed with 1M aqueous HCl (50 ml). The aqueous wash was extracted with ethyl acetate (50 ml) and the combined organics then washed with aqueous NaHCO3 (50 ml) before being dried over MgSO4 and concentrated in vacuo. The crude residue was recrystallised from toluene:tert-butylmethylether (1:1) to give 1.34 g of the subtitle product (85%).

1. washthe mixture washed with 1M aqueous HCl (50 ml)
2. washThe aqueous wash
3. extractionwas extracted with ethyl acetate (50 ml)
4. washthe combined organics then washed with aqueous NaHCO3 (50 ml)
5. dry with materialbefore being dried over MgSO4
6. concentrationconcentrated in vacuo
7. customThe crude residue was recrystallised from toluene:tert-butylmethylether (1:1)