diethyl(2,2-dimethylpropanoyl)propanedioate → Ethyl pivaloylacetate

HRID 542327Notes

Reaction equation

HRID 542327 reaction equation
[C:1]([CH:7](C(OCC)=O)[C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].C(C(C(OC)=O)C(OC)=O)(=O)C(C)(C)C>C(OCC)C>[C:1]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 222563diethyl(2,2-dimethylpropanoyl)propanedioateHCID 13025779HCID 13025779, compound

Product 1

HCID 86950Ethyl pivaloylacetateYield 83%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The experiment of Example 1 was repeated using diethyl pivaloylmalonate as the starting material, instead of dimethyl pivaloylmalonate, and using diethyl ether as the solvent. The reaction was carried out at 35° C. for 7 hours. From GLC-analysis it appeared that conversion of starting material was essentially complete and that ethyl pivaloylacetate had been obtained in a yield of 83%. A small amount of ethyl pivalate had been formed, together with diethyl malonate and pivalic acid.

Sources & evidence

ORD record
ord-fbc48e5efe344f59b60f84b39223b176
Source dataset
uspto-grants-1987_04
Patent number
US04656309

Reaction notes

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