Butanedioic acid, 2-methyl-, 1,4-dimethyl ester → Dimethyl itaconate

HRID 2223774Notes

Reaction equation

HRID 2223774 reaction equation
[CH3:1][CH:2]([CH2:7][C:8]([O:10][CH3:11])=[O:9])[C:3]([O:5][CH3:6])=[O:4]>[Rh]>[C:3]([O:5][CH3:6])(=[O:4])[C:2]([CH2:7][C:8]([O:10][CH3:11])=[O:9])=[CH2:1]

Participants

3

Reactant 1

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

Product 1

HCID 69240Dimethyl itaconate

Reagents, catalysts & solvents 1

HCID 23948RhodiumCatalyst

Procedure

The hydrogenation is carried out by a method similar to example G2 using the rhodium complex of example F5. The conversion is quantitative, and the optical yield ee of the hydrogenation product (dimethyl methylsuccinate) is greater than 98%.

Sources & evidence

ORD record
ord-0680f89ac06646b3a4b304290a8eff43
Source dataset
uspto-grants-2008_05
Patent number
US07375241B2

Reaction notes

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