Dimethyl 3-oxoglutarate → HCID 18541891, compound

HRID 411886Notes

Reaction equation

HRID 411886 reaction equation
CO[C:3]([CH2:5][C:6]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=O)=O>C[Cd]C>[CH3:6][C:6]([CH3:3])([C:5](=[O:11])[C:3]([CH3:5])([CH3:12])[C:9](=[O:10])[CH3:8])[CH2:8][C:9]([O:11][CH3:12])=[O:10]

Participants

3

Reactant 1

HCID 74591Dimethyl 3-oxoglutarate

Product 1

HCID 18541891HCID 18541891, compound

Reagents, catalysts & solvents 1

HCID 178477767HCID 178477767, compoundCatalyst

Procedure

Starting from dimethyl acetonedicarboxylate, dimethyl tetra-C-methylacetonedicarboxylate was obtained by methylation, and this was converted into the dicarboxylic acid methyl ester chloride and then methylated with dimethylcadmium. The methyl 2,2,4,4-tetramethyl-3,5-dioxohexanecarboxylate obtained was cyclized in the presence of sodium methanolate. The total yield (based on dimethyl acetonedicarboxylate) is 0.01% (Chem. Ber. 92, 2033 (1959)).

Workup

  1. customdimethyl tetra-C-methylacetonedicarboxylate was obtained by methylation

Sources & evidence

ORD record
ord-5e29b8f0c6314ac1996049471fad15aa
Source dataset
uspto-grants-2003_05
Patent number
US06559343B1

Reaction notes

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