反应详情

To a solution of N-cyclopropyl-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (20.2 g, 67.13 mol) in acetone (300 mL) at rt was added sodium periodate (43.1 g, 201.40 mot) and ammonium acetate (134.26 mol, 134 mL 1M aqueous solution) and the mixture was stirred for 3 h. More water was added (120 mL), and the mixture was stirred at 40° C. for 2 h more. After addition of 4 N HCl (32 mL), the organic phase was removed in vaccuo and the reminder was extracted with ethyl actate. The organic phase was washed with saturated sodium chloride solution, filtered through a Whatman filter and evaporated. The residue was redissolved in toluene and evaporated (two times) to yield 14.59 g (94.3%) [4-(cyclopropylcarbamoyl)-3-methylphenyl]boronic acid.

1. stirringthe mixture was stirred at 40° C. for 2 h more
2. customthe organic phase was removed in vaccuo
3. extractionthe reminder was extracted with ethyl actate
4. washThe organic phase was washed with saturated sodium chloride solution
5. filtrationfiltered through a Whatman
6. filtrationfilter
7. customevaporated
8. dissolutionThe residue was redissolved in toluene
9. customevaporated (two times)