Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | L-Aspartic acid, 4-methyl ester, hydrochloride (1:1) | HCID 12832742 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 71184004 | HCID 71184004 | 91.3% |
Reaction Steps
To a solution of 10 g (S)-2-amino-4-methoxy-4-oxobutanoic acid hydrochloride in 400 ml methanol was added 15 g sodium carbonate, and the mixture was stirred at 25° C. Twenty (20) g benzyl chloride was then added dropwise at this temperature. After completion of the reaction, the mixture was maintained at this temperature for 12 h. The reaction solution was neutralized with a diluted aqueous hydrochloride acid solution to produce a neutralized solution. Methanol was evaporated, and the residue was partitioned and extracted with ethyl acetate. The organic layer was concentrated and then washed with water 2˜3 times to afford 16 g crude (S)-2-(benzylamino)-4-methoxy-4-oxobutanoic acid, with a yield of 91.3%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08710255B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-9ebefeb6d0af41f6acb197780d7653a7 |
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| Source note | uspto-grants-2014_04 |
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