Ethanol → HCID 2758791, compound

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:10])[CH:9]=1)[CH:5]=O.[C:11]([O-:14])(=[O:13])[CH3:12].[NH4+:15].[CH2:16](O)[CH3:17]>>[NH2:15][CH:5]([C:4]1[CH:3]=[C:2]([Cl:1])[CH:9]=[C:8]([Cl:10])[CH:7]=1)[CH2:12][C:11]([O:14][CH2:16][CH3:17])=[O:13]

Participants

Reactant 3

HCID 702Ethanol

HCID 357463,5-Dichlorobenzaldehyde

HCID 517165Ammonium Acetate

Product 1

HCID 2758791HCID 2758791, compound

Procedure

3,5-dichlorobenzaldehyde (1.75 g; 10 mmol) was dissolved in 50 mL ethanol. Ammonium acetate (1.9 g; 25 mmol) and ethyl-hydrogen-malonate (2 mL; 20 mmol) were added to the solution. It was stirred at reflux for 4h. Ethanol was evaporated and the residue was dissolved in 10% acetonitrile/H2O and it was purified on HPLC. Ethyl 3-amino-3-(3,5-dichlorophenyl)-propanoate was isolated after lyophilization. FAB-MS: (MH+)=282.1.