Dichloromethane → 2-(Benzyl(methyl)amino)acetic acid hydrochloride

(Benzyl-methyl-amino)-acetic acid methyl ester (12 g, 62.1 mmol, 1.0 equiv) was dissolved in 50 mL of MeOH to which was added a solution of LiOH hydrate (8.23 g, 196 mmol, 3.0 equiv) in 50 mL of water. The mixture was stirred at room temperature for 1.3 h at which time TLC (5% MeOH in CH2Cl2) indicated consumption of the starting material. The reaction solution was washed 1×50 mL of Et2O and then the aqueous layer was acidified to pH 1 with concentrated HCl. The mixture was then evaporated to dryness under high vacuum. The resulting solid was triturated with EtOH (200 mL) and the mixture was filtered. The filtrate was then concentrated to dryness to yield a white cystalline solid that was used without further purification.

1. customconsumption of the starting material
2. washThe reaction solution was washed 1×50 mL of Et2O
3. customThe mixture was then evaporated to dryness under high vacuum
4. customThe resulting solid was triturated with EtOH (200 mL)
5. filtrationthe mixture was filtered
6. concentrationThe filtrate was then concentrated to dryness
7. customto yield a white cystalline solid that
8. customwas used without further purification

ORD record

ord-50bfe8409cf5469687ac3da0600935f5

Source dataset

uspto-grants-2001_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06313117B1