Methane → Methyl 3-(4-formylphenyl)propanoate ethylenedioxy acetal

Participants

Reaction Steps

A solution of methyl 4-formylcinnamate ethylenedioxy acetal (15.24 g, 0.065 mole, from example 32) in methanol (200 ml) was hydrogenated over 10% palladinised charcoal (0.5 g) until 1 equivalent of hydrogen was absorbed. The filtered solution was then evaporated to give 15.36 g (100%) of an oil, νmax (film), 1730, 1610 cm-1, δ(CDCl3) 2.54 (2H, m, ArCH2), 2.91 (2H, m, CH2CO2), 3.63 (3H, s, ester CH3), 4.00 (4H, m, OCH2CH2O), 5.72 (1H, s, OCHO), 7.25 (4H, ABq, J 10 Hz, Δν19.5 Hz).

Provenance & Evidence