Oxygen → Butanedioic acid, 2-methyl-, 1,4-dimethyl ester

HRID 1585236Notes

Reaction equation

HRID 1585236 reaction equation
[C:1]([O:10][CH3:11])(=[O:9])[C:2]([CH2:4][C:5]([O:7][CH3:8])=[O:6])=[CH2:3].O=O>CO>[CH3:11][O:10][C:1](=[O:9])[CH:2]([CH3:3])[CH2:4][C:5]([O:7][CH3:8])=[O:6]

Participants

4

Reactant 2

HCID 977OxygenHCID 69240Dimethyl itaconate

Product 1

HCID 15350Butanedioic acid, 2-methyl-, 1,4-dimethyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of dimethyl itaconate (158 mg, 1 mmol) and the catalyst (I) (6 mg, 1 mmol, 1 mol %) in degassed methanol (10 ml) was prepared under exclusion of oxygen in a Schlenk flask. After hydrogenation of the mixture overnight at 3.41 MPa (500 psi), the solvent was evaporated to give the 2-methylsuccinic acid dimithyl ester (complete conversion, 11.7% ee, configuration unknown).

Workup

  1. customAfter hydrogenation of the mixture overnight at 3.41 MPa (500 psi), the solvent was evaporated

Sources & evidence

ORD record
ord-b744a88b70564853814014180a711799
Source dataset
uspto-grants-1999_08
Patent number
US05936109

Reaction notes

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