Pentanal → 3-pentylidene-5-n-butyldihydro-2(3H)-furanone

Beteiligte Stoffe

Reaktionsschritte

Two reactions were carried out in accordance with the process of the invention using valeraldehyde. For one reaction (Example VI) 3-acetyl-dihydro-2(3H)-furanone was used and for the second reaction (Example VII) 3-acetyl-5-n-butyldihydro-2(3H)-furanone was employed. Both reactions used sodium hydroxide with toluene as the diluent and the reactants were present in essentially equimolar amounts. 3-Pentylidene-dihydro-2(3H)-furanone (86°-104° C. at 0.1 mm/Hg) and 3-pentylidene-5-n-butyldihydro-2(3H)-furanone (110°-131° C. at 0.01 mm/Hg) were obtained from the respective reactions. Proton nuclear magnetic resonance spectra for the products were as follows: 3-Pentylidene-dihydro-2(3H)-furanone: 1HNMR (CDCl3) δ6.7 (m, 0.93H), 6.26 (m, 0.07H), 4.4 (t, 2H), 2.9 (m, 2H) 2.22 (m, 2H), 1.4 (m, 4H), 0.9 (t, 3H). 3-Pentylidene-5-n-butyldihydro-2(3H)-furanone: 1HNMR (CDCl3) δ6.7 (tt, 0.4H), 6.2 (tt, 0.6H), 4.45 (m, 1H) 3.1-1.5 complex multiplets, 14H), 0.9 (two superimposed triplets, 6H).

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