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Solutions to Problems . 411 51. A double Mannich reaction, similar to Problem 50(e): H + After H OH₂ proton transfers NHCH₃ H₂NCH₃ H H H + NHCH₃ OH First Mannich reaction Acetone -H⁺'s enol H O O H CH₂CCH₃ H Proton CH₂CCH₃ transfers -H₂O :NCH3 + OH₂ H H H CH₂ + -H+ NCH₃ C OH tropinone Second Mannich H CH₂ After enolization O 1. 1. 52. 2. NaOH. CH₂N(CH₃)₂ 2. 1 CH₂ Mannich reaction Hofmann elimination The Mannich reaction-Hofmann elimination sequence is a useful synthesis of α. ketones. 53. (a) All possible products of ! CH₃CHOH CH₂=CH So,