3-(Prop-1-ynyl)-4-propylbenzoic acid → 3,4-Dipropylbenzoic acid

Participants

Reaction Steps

A mixture of the product of Step B (0.19 g; 0.94 mmol) and 10% Pd/C (0.1 g) in EtOH (15 ml) was stirred over the weekend under H2 (10 psi; Parr apparatus). The catalyst was removed by filtration through Celite pad, washed with CH2Cl2 (2×20 ml) and combined filtrates were evaporated to dryness to give the title compound (0.17 g; 88%) as creamy solid. 1H-NMR (CDCl3) 0.93-1.0 (m, 6H); 1.55-1.69 (m, 4H); 2.6-2.66 (m, 4H); 6.6 (broad s, 1H); 7.2-7.27 (m, 1H+CDCl3); 7.83-7.88 (m, 2H).

Provenance & Evidence