Ammonium Acetate → HCID 49817597, compound

HRID 84148Notes

Reaction equation

HRID 84148 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[CH2:10][C:11](=O)[CH2:12][C:13]([O:15][CH3:16])=[O:14].C([O-])(=O)C.[NH4+:22]>CO>[NH2:22]/[C:11](/[CH2:10][C:3]1[CH:4]=[C:5]([F:9])[C:6]([F:8])=[CH:7][C:2]=1[F:1])=[CH:12]\[C:13]([O:15][CH3:16])=[O:14]

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 29942605Methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate

Product 1

HCID 49817597HCID 49817597, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-(2,4,5-trifluorophenyl)acetoacetate (21) was treated with anhydrous ammonium acetate in an alcoholic solvent, preferably methanol, and preferably at higher temperature, preferably at 60-65° C. The methyl(Z)-3-amino-4-(2,4,5-trifluorophenyl)but-2-enoate (28) formed was preferably isolated by complete removal of the solvent under reduced pressure, separation of excess of ammonium acetate by using a polar organic solvent such as ethyl acetate, distillation of the polar organic solvent and triturating the product with non-polar solvents like hexane.

Workup

  1. custompreferably at 60-65° C

Sources & evidence

ORD record
ord-b69e673b0ef143fe8944eb5b352bf358
Source dataset
uspto-grants-2014_09
Patent number
US08846916B2

Reaction notes

Loading…