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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470769Generated: November 1, 2026

Ethanol → (2S)-2-methylbutanedioic acid

https://huagongshe.com/reaction/1470769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantItaconic acidHCID 811—
ReactantHCID 178418361HCID 178418361—
SolventTetrahydrofuranHCID 8028—
Product(2S)-2-methylbutanedioic acidHCID 6950476—

Reaction Steps

A solution of an itaconic acid (40.9 mg, 0.314 mmol) dissolved in tetrahydrofuran (THF) (0.3 mL) and ethanol (EtOH) (0.3 mL) is added to an autoclave in which the catalyst obtained in Preparation Example 7 was added. After replacing the atmosphere to hydrogen gas, it was stirred for 18 hours at reaction temperature of 50° C. under 3 atm pressure of hydrogen. After the reaction, it was cooled down to be room temperature, and the catalyst was filtered in the atmosphere to recover thereof and washed with THF (1 mL) three times. The solvent was concentrated from the filtrate, and the desired (S)-2-methylsuccinic acid was obtained. The yield thereof measured by NMR was >99%, and the optical purity thereof was >90% ee.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006484B2
Source datasetuspto-grants-2015_04
ORD IDord-6747a112e7d04f659bbc053f81e9f41d
Source noteuspto-grants-2015_04