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A suspension of 2,6-diaminohexanoic acid hydrochloride (18.26 g, 100 mmol) in dry methanol (100 ml) is saturated with gaseous hydrochloric acid and heated under reflux for 2 hours. Upon cooling, methyl 2,5-diaminhexanoate dihydrochloride crystallizes. To an ice cooled suspension of methyl 2,6-diaminohexanoate dihydrochloride (4.66 g, 20 mmol) in methylene chloride (50 ml) is added benzaldehyde (4.04 g, 40 mmol) and then dropwise a solution of triethylamine (4.24 g, 40 mmol) in methylene chloride (30 ml). The reaction mixture is allowed to stand overnight at room temperature under stirring and is then concentrated under reduced pressure to give a residue which is extracted into ether (diethyl ether). The ether extract is washed with water and brine, dried over MgSO4, and concentrated to give methyl 2,6-bis(benzylideneamino)hexanoate as an oily residue.

1. temperatureheated
2. temperatureunder reflux for 2 hours
3. temperatureUpon cooling
4. custommethyl 2,5-diaminhexanoate dihydrochloride crystallizes
5. temperatureTo an ice cooled
6. concentrationis then concentrated under reduced pressure
7. customto give a residue which
8. extractionis extracted into ether (diethyl ether)
9. extractionThe ether extract
10. washis washed with water and brine
11. dry with materialdried over MgSO4
12. concentrationconcentrated