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A practical and scalable synthesis route of acetylphenylboronic acids is described. Bromoacetophenones(compounds 3a, 3b) were ketalized with ethylene glycol and triethyl orthoformate to give bromo ketals(compounds 4a_4c) in 60_80% yields. Compounds 4a_4b were treated with a Grignard reagent and then exchanged with borate to give p- and m-acetylphenyl boronic acids(compounds 5a and 5b) in 80% and 56% yields, respectively. The o-form(compound 5c) was obtained in 61% yield via the BuLi method.
A practical and scalable synthesis route of acetylphenylboronic acids is described. Bromoacetophenones (compounds 3a, 3b) were ketalized with ethylene glycol and triethyl orthoformate to give bromo ketals (compounds 4a_4c) in 60_80% yields. Compounds 4a_4b were treated with a Grignard reagent and then The compound (5c) was obtained in a yield of 61% yield by the BuLi method.