Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl L-ornithine dihydrochloride | HCID 44151258 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 11008215 | HCID 11008215 | — |
Reaction Steps
A one liter reaction flask is charged with ornithine ethyl ester dihydrochloride (93.29 g) and methylene chloride (200 ml). The suspension is stirred and cooled to 0° C. The reactor is then charged with a solution of benzaldehyde (86 g) in methylene chloride (200 ml). The temperature is maintained at 0° C., and a solution of triethylamine (90 g) in methylene chloride (140 ml) is added during one hour. The mixture is stirred overnight at room temperature. Water (150 ml) is added, and after decantation, the organic layer is washed with water (3×150 ml) and brine (2×100 ml). The organic layer is dried over sodium sulfate (50 g). After filtration, the solvent is evaporated under reduced pressure. The oily residue obtained is well stirred with hexane (600 ml) during one hour at room temperature. After filtration and drying under reduced pressure, dibenzylidine ornithine ethyl ester is obtained as a white solid, m.p. 41.4° C.; assay: 97.33%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04413141 |
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| Source dataset | uspto-grants-1983_11 |
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| ORD ID | ord-661161ad65fb4aaca1699073447c36e3 |
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| Source note | uspto-grants-1983_11 |
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