1983 年 103 巻 2 号 p. 254-256
Mannich reaction of o- or p-hydroxyacetophenone was examined by reacting of o-hydroxyacetophenone (1) or p-hydroxyacetophenone (2) with paraformaldehyde and piperidine under pressure. Mannich reaction of 2 gave 4-hydroxy-β-piperidinopropiophenone (3), 4-hydroxy-3-piperidinomethylacetophenone (4) and 4-hydroxy-3-piperidinomethyl-β-piperidinopropiophenone (5) ; the reaction of 1 gave 3-piperidinomethyl-4-chromanone (6) and 3-hydroxymethyl-3-piperidinomethyl-4-chromanone (7).