Benzenepropanal → 2-benzyl-4H,9H-naphtho[2,3-b]furan-4,9-dione

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Reaction Steps

The intermediate product 2-hydroxy-3-(3-phenyl-1-n-propenyl)-1,4-naphthoquinone 1-2 (R1=H, R4=C6H5) was prepared according to the procedure described in example 3 by using 2-hydroxy-1,4-naphthoquinone 1-1 (R1=H) and hydrocinnamaldehyde as starting material. 2-benzyl-4H,9H-naphtho[2,3-b]furan-4,9-dione 1-3 (R1=H, R4=C6H5) was obtained from 10 gram (0.035 mol) of 1-2 (R1=H, R4=C6H5) by using the procedure described in example 4 to afford yellow crystals; 50% yield. 2-benzyl-4H,9H-naphtho[2,3-b]furan-4,9-dione 1-3 (R1=H, R4=C6H5), 1H NMR (in CDCl3) δ 4.14 (s, 2H), 6.56 (s, 1H), 7.27-7.38 (m, 5H), 7.70-7.77 (m, 2H), 8.14-8.22 (m, 2H);

Provenance & Evidence