Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Methyl L-ornithine dihydrochloride | HCID 14273060 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 6453905 | HCID 6453905 | 204.5% |
Reaction Steps
Approximately 6.8 kg of ornithine methyl ester dihydrochloride is suspended in 10 l of methylene chloride, cooled to 0° C. and 6.5 kg of benzaldehyde, dissolved in 10 l of methylene chloride, is added at such a rate as to maintain the reaction temperature at 0° to -5° C. The reaction mixture is allowed to warm to room temperature, stirring continued for an additional 2 hours, and 20 l of diethyl ether added thereto. Upon standing overnight, the triethylammonium hydrochloride that precipitates is removed by filtration, and the precipitate is washed with an additional 6.8 liters of diethyl ether. The combined filtrates are evaporated in vacuo and the residue dissolved in 34 l of diethyl ether. The organic solution is washed four times with 4 l of water, dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to yield 9.28 kg of dibenzaldimine ornithine methyl ester as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04330559 |
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| Source dataset | uspto-grants-1982_05 |
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| ORD ID | ord-11b6b654258243758a2e6e0159d5ef8d |
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| Source note | uspto-grants-1982_05 |
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