1951 年 71 巻 2 号 p. 67-69
Starting with 2, 4-dihydroxy-5-alkyl-benzaldehydes, following were prepared by the Perkin's reaction: 7-Acetoxy-6-methyl-coumarin, 7-acetoxy-6-ethylcoumarin, 7-acetoxy-6-n-butyl-coumarin, 7-acetoxy-6-isoamylcoumarin, 7-acetoxy-6-n-amylcoumarin, and 7-acetoxy-6-n-hexylcoumarin. Deacetylation gave the respective 7-hydroxy compounds: -6-methyl-, m.p. 246°; -6-ethyl-, m.p. 156°; -6-n-butyl-, m.p. 140°; -6-isoamyl-, m.p. 118°; -6-n-amyl-, m.p. 96°; and 6-n-hexyl-m.p. 100°. 7-Hydroxy-6-n-heptylcoumarin, m.p. 103°, and the above described hydroxycoumarins except 6-methyl derivative were also synthesized by Pechmann reaction from 4-alkylresorcinols, malic acid and H2SO4.