HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → (2S)-2-methylbutanedioic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Itaconic acid | HCID 811 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2S)-2-methylbutanedioic acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006484B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-6747a112e7d04f659bbc053f81e9f41d |
| Source note | uspto-grants-2015_04 |