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ChemicalBook CAS DataBase List DEGN

DEGN synthesis

8synthesis methods
-

Yield: 93.4%

Reaction Conditions:

with silver nitrate in acetonitrile at 70; for 16 h;Darkness;

Steps:

16 Synthesis of Bis-(2-nitrooxyethyl) ether
Example 16
Synthesis of Bis-(2-nitrooxyethyl) ether
16.05 mmol Bis(2-bromoethyl) ether dissolved in 30 ml acetonitrile and 40.13 mmol silver nitrate were added into a flask protected from light.
This suspension was stirred for 16 h at 70° C.
After cooling to room temperature the suspension was filtrated and concentrated in vacuo.
The residue was dissolved in Water and extracted two times with TMBE.
The organic phases were washed with water and brine, combined, dried over Na2SO4 and the solvent was removed in vacuo leaving 3.06 g.
The crude product was filtrated over silica gel using heptane/ethyl acetate 1:1; Yield: 2.94 g (15.0 mmol, 93.4%).

References:

DSM IP ASSETS B.V.;Duval, Stephane;Kindermann, Maik US2014/147529, 2014, A1 Location in patent:Paragraph 0140; 0141

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