Benzaldehyde → HCID 6453905, compound

Temperature

0 °C

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 yields 9.28 kg of dibenzaldimine ornithine methyl ester as an oil.

1. additionis added at such a rate as
2. temperatureto maintain the reaction temperature at 0° to -5° C
3. temperatureto warm to room temperature
4. waitUpon standing overnight
5. customthe triethylammonium hydrochloride that precipitates
6. customis removed by filtration
7. washthe precipitate is washed with an additional 6.8 liters of diethyl ether
8. customThe combined filtrates are evaporated in vacuo
9. dissolutionthe residue dissolved in 34 l of diethyl ether
10. washThe organic solution is washed four times with 4 l of water
11. dry with materialdried over anhydrous sodium sulfate
12. filtrationfiltered
13. customevaporated in vacuo

ORD record

ord-3a6fc6f17e74452eb4fd5cc0a2cdc69e

Source dataset

uspto-grants-1997_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05614557