Water → Ethyl 2-(3-(2-chloroacetamido)-4-hydroxyphenyl)propanoate

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Chloroacetyl chloride	HCID 6577	—
Reactant	Ethyl 3-amino-4-hydroxy-phenyl-propionate	HCID 12202638	—
Solvent	Methyl Isobutyl Ketone	HCID 7909	—
Product	Ethyl 2-(3-(2-chloroacetamido)-4-hydroxyphenyl)propanoate	HCID 57742174	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

Ethyl 2-(3-amino-4-hydroxyphenyl)propanoate (104 mg, 0.497 mmol) in 4-methyl-2-pentanone (4 mL) was added chloroacetylchloride (56 mg, 0.496 mmol) at room temperature and stirred for 20 hours at 80° C. The reaction mixture was cooled to room temperature and added water (30 mL). The mixture was extracted with EtOAc. The organic layer was dried with MgSO4 and filtered. EtOAc was removed by evaporation. The residue was purified by column chromatography eluting with n-Hexane/EtOAc=2/1.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08084484B2
Source dataset	uspto-grants-2011_12
ORD ID	ord-128f3085048a4dd5b1d5ff29cc26b51d
Source note	uspto-grants-2011_12