Glycine → N-Chloroacetylglycine

Glycine (1.5 g, 20 mmol) was dissolved in 2N NaOH (25 ml, 50 mmol) and ether (20 ml) was added. Chloroacetyl chloride (2.26 g) dissolved in Et2O (20 ml) was added dropwise at 0° C. The mixture was stirred at 0° for 30 minutes and at room temperature 1 hour. The layers were separated and the water layer was washed with Et2O (2×20 ml). The water layer was then acidified to pH 2 with concentrated HCl and the product was extracted into EtOAc (3×50 ml). The combined EtOAc extracts were washed with brine, dried (MgSO4), and freed of solvent in vacuo to give title acid compound as a solid (2.56 g, 84%) which was used without further purification.

1. additionwas added dropwise at 0° C
2. customThe layers were separated
3. washthe water layer was washed with Et2O (2×20 ml)
4. extractionthe product was extracted into EtOAc (3×50 ml)
5. washThe combined EtOAc extracts were washed with brine
6. dry with materialdried (MgSO4)

ORD record

ord-0b65f646e23d4b4c92ce4a6bc922032d

Source dataset

uspto-grants-1987_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04663336