Chloroacetyl chloride → 2-Chloro-N-(2-ethoxy-2-oxoethyl)ethanimidic acid
Reaction equation
[CH2:1]([O:3][C:4](=[O:7])[CH2:5][NH2:6])[CH3:2].[Cl:8][CH2:9][C:10](Cl)=[O:11]>>[CH2:1]([O:3][C:4](=[O:7])[CH2:5][NH:6][C:10](=[O:11])[CH2:9][Cl:8])[CH3:2]Participants
3
Procedure
The ester prepared in step 1 is reacted with chloroacetylchloride at a temperature of from about -10° to +10° C. in a suitable solvent in the presence of a suitable base to produce chloroacetylglycine ethyl ester. Solvents useful in this reaction include water, dichloromethane, and dichloroethane. Suitable bases include sodium bicarbonate, sodium carbonate, potassium carbonate, and sodium hydroxide. If the aminoacid is used in the form of its hydrochloride, a two-fold excess of base must be used.
Sources & evidence
- ORD record
- ord-62832c8bd1324093982ac98d05c42903
- Source dataset
- uspto-grants-1983_05
- Patent number
- US04385923
Reaction notes
Loading…