Ethanol → HCID 2758791, compound

HRID 1588091Notes

Reaction equation

HRID 1588091 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

4

Reactant 3

HCID 702EthanolHCID 357463,5-DichlorobenzaldehydeHCID 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.

Workup

  1. temperatureat reflux for 4h
  2. customEthanol was evaporated
  3. dissolutionthe residue was dissolved in 10% acetonitrile/H2O
  4. customit was purified on HPLC

Sources & evidence

ORD record
ord-a7e985b5951547d88684ec63c6c0a5b3
Source dataset
uspto-grants-1993_06
Patent number
US05220050

Reaction notes

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