Water → Dimethyl bis(4-nitrobenzyl)malonate

Participants

Reaction Steps

16.25 g (0.123 mol) of dimethyl malonate were dissolved in 500 ml tetrahydrofurane. A suspension of 10.74 g (0.246 mol) sodium hydride 55% dispersion in mineral oil and 20 ml tetrahydrofurane were added at 0° C. in 1 h. After 0.5 h, a mixture of 53.2 g (0.246 mol) 4-nitrobenzyl bromide and 200 ml tetrahydrofurane was added dropwise. After 18.5 h at room temperature, the reaction mixture was added to water. The product was collected by filtration and washed with a lot of water to yield 52.8 g of dimethyl bis(4-nitrobenzyl)malonate as yellowish powder. The product was used without further purification.

Provenance & Evidence