METHOD FOR ENANTHIOSELECTIVE SYNTHESIS OF DIETHYL[3-METHYL-(1S)-(NITROMETHYL)BUTYL]MALONATE OF FORMULA I Russian patent published in 2015 - IPC C07C201/12 C07C205/40 C07B53/00 B01J23/755 

Abstract RU 2555370 C1

FIELD: chemistry.

SUBSTANCE: invention refers to a method for producing diethyl[3-methyl-(1S)-(nitromethyl)butyl]malonate of formula I by enanthioselective attachment of diethylmalonate to 4-methyl-1-nitropent-1-ene in accordance with the scheme below. A reaction of diethylmalonate and 4-methyl-1-nitropent-1-ene is carried out in the presence of a catalyst system representing a nickel chloride hexahydrate solution, (S,S)-N,N'-dibenzylcyclohexane-1,2-diamine and triethylamine in molar ratio 1:1:1 in methanol. Preferentially, the catalyst system components are used in ratio 0.05-1 mole % in relation to 4-methyl-1-nitropent-1-ene. The method enables producing diethyl[3-methyl-(1S)-(nitromethyl)butyl]malonate with an enanthiomeric excess of 96.6-97.2% with the use of the catalyst system generated from nickel chloride hexahydrate, (S,S)-N,N'-dibenzylcyclohexane-1,2-diamine and triethylamine, avoiding the stage of individual complex recovery.

EFFECT: considerable cost-cutting and simplification of the technological process.

2 cl, 5 ex

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RU 2 555 370 C1

Authors

Reznikov Aleksandr Nikolaevich

Sidnin Evgenij Anatol'Evich

Klimochkin Jurij Nikolaevich

Dates

2015-07-10Published

2014-02-12Filed