Bis(4-nitrobenzyl)Malonic acid synthesis

2synthesis methods

Product Name:Bis(4-nitrobenzyl)Malonic acid
CAS Number:653306-99-1
Molecular formula:C17H14N2O8
Molecular Weight:374.3

1,3-Dioxane-4,6-dione, 2,2-dimethyl-5,5-bis[(4-nitrophenyl)methyl]-

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Yield:653306-99-1 98%

Reaction Conditions:

with lithium hydroxide;water in tetrahydrofuran at 25; for 21.5 h;

Steps:

5.5.2

5.2 Preparation of 2,2-bis(4-nitrobenzyl)malonic acid2.185 g (52.07 mmol) of lithium hydroxide are added to a suspension of 10.79 g (26.04 mmol) of 2,2-dimethyl-5,5-bis(4-nitrobenzyl)-1,3-dioxane-4,6-dione and 110 ml mixture of tetrahydrofurane: water 9:1. The mixture is subsequently allowed to react for 21.5 hours at 25⁰C, added to 500 ml water and acidified to pH=1 with 20 ml hydrochloric acid 3N. The mixture is partitioned between water and ethyl acetate; the organic phase is washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. The residue 9.54 g (98%) of 2,2-bis(4-nitrobenzyl)malonic acid as white powder is used without further purification.

References:

WO2008/145225,2008,A2 Location in patent:Page/Page column 136-137

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References