反应详情

A solution of 7-bromo-1-oxo-4,4,6-trimethyl-1,2,3,4-tetrahydronaphthalene (1.02 g, 3.82 mmol), methoxylamine hydrochloride (0.638 mg, 7.63 mmol) and pyridine (0.93 mL, 11.46 mmol) in ethanol (30 mL) was refluxed for 3 hours. The mixture was concentrated in vacuo then diluted with water and extracted twice with ethyl acetate. The combined organic layer was dried (Mg2SO4), filtered and evaporated to give 1.13 g of 7-bromo-1-oxo-4,4,6-trimethyl-1,2,3,4-tetrahydronaphthalene-O-methyloxime as a yellow oil (quantitative) and used without further purification in the Suzuki coupling (step a). 1H NMR (300 MHz; CDCl3): 1.25 (s, 6 H), 1.75 (t, J=6.9 Hz, 2 H), 2.38 (s, 3 H), 2.73 (t, J=6.9 Hz, 2 H), 3.98 (s, 3 H), 7.17 (s, 1 H), 8.11 (s, 1 H).

1. concentrationThe mixture was concentrated in vacuo
2. additionthen diluted with water
3. extractionextracted twice with ethyl acetate
4. dry with materialThe combined organic layer was dried (Mg2SO4)
5. filtrationfiltered
6. customevaporated