Hydrochloric Acid → D-Glutamic Acid

29.5 g (80.7 mmol) of dimethyl N-(2-naphthalenesulfonyl)-L- or D-glutamate were dissolved in 500 ml of methanol and stirred with 170 ml (340 mmol) of 2N sodium hydroxide solution overnight. The pH was adjusted to 1 with concentrated hydrochloric acid, the solution was evaporated to dryness under reduced pressure, the residue was partitioned between a large volume of methylene chloride and a small volume of water, the methylene chloride phase was dried over magnesium sulfate and evaporated, and the residue was recrystallized from methylene chloride to give 20.3 g (75% of theory) of N-(2-naphthalenesulfonyl)-L- or D-glutamic acid as white solid.

1. customthe solution was evaporated to dryness under reduced pressure
2. customthe residue was partitioned between a large volume of methylene chloride
3. dry with materiala small volume of water, the methylene chloride phase was dried over magnesium sulfate
4. customevaporated
5. customthe residue was recrystallized from methylene chloride

ORD record

ord-9ff9f062f0e84cceb4df3597a1c26d32

Source dataset

uspto-grants-1996_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05489583