Ethyl bromoacetate → ethyl 2-(propylamino)acetate

5.53 ml (50 mM) of ethyl bromoacetate were added dropwise to a solution of 20.5 ml (250 mM) of n-propylamine in 50 ml of CH2Cl2 at 0°. The reaction mixture was then warmed to room temperature and stirred for 1 hour, then concentrated to remove volatiles through a short path distillation head at atmospheric pressure. The residual liquid was taken up in ether and washed with saturated aqueous NaHCO3. The layers were separated and the ether layer was washed once with brine then dried over anhydrous MgSO4. The ether was removed to yield 7.16 g of ethyl N-(n-propyl)-glycinate as a pale yellow liquid.

1. concentrationconcentrated
2. customto remove volatiles
3. distillationthrough a short path distillation head at atmospheric pressure
4. washwashed with saturated aqueous NaHCO3
5. customThe layers were separated
6. washthe ether layer was washed once with brine
7. dry with materialthen dried over anhydrous MgSO4
8. customThe ether was removed

ORD record

ord-289d54978bff4743b4c2aeead8036b38

Source dataset

uspto-grants-1987_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04645838