Diethyl (3-methoxy-4-nitrobenzyl)phosphonate → Diethyl(4-amino-3-methoxybenzyl)phosphonate

Participants

Reaction Steps

A solution of diethyl (3-methoxy-4-nitrobenzyl)phosphonate (Compound 1G, 1.07 g, 3.54 mmol) in ethanol (10.0 mL) was charged with palladium 10% wt on activated carbon (0.38 g). The reaction mixture was evacuated and purged with hydrogen gas (3×) and allowed to stir under hydrogen for 16 h. The reaction mixture was filtered through a pad of celite. The filtrate was concentrated under reduced pressure to afford the title compound as 0.78 g of an orange oil (80%). This material was used in successive reactions without further purification. MS (ESI): m/z 274.01 [M+H]+.

Provenance & Evidence