Malonic Acid → 3-Amino-3-(2,5-difluorophenyl)propanoic acid

HRID 339815Notes

Reaction equation

HRID 339815 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:3]=1[CH:4]=O.[C:11]([OH:17])(=[O:16])[CH2:12]C(O)=O.C([O-])(=O)C.[NH4+:22]>C(O)C>[NH2:22][CH:4]([C:3]1[CH:6]=[C:7]([F:10])[CH:8]=[CH:9][C:2]=1[F:1])[CH2:12][C:11]([OH:17])=[O:16]

Participants

5

Reactant 3

HCID 867Malonic AcidHCID 1376632,5-DifluorobenzaldehydeHCID 517165Ammonium Acetate

Product 1

HCID 164128103-Amino-3-(2,5-difluorophenyl)propanoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2,5-difluorobenzaldehyde (5 g), malonic acid (3.66 g) and ammonium acetate (5.42 g) in ethanol (50 ml) was heated under reflux for six hours. The mixture was cooled and left to stand overnight. The crystals formed were filtered off and washed with ethanol (5 ml).

Workup

  1. temperatureunder reflux for six hours
  2. temperatureThe mixture was cooled
  3. waitleft
  4. customThe crystals formed
  5. filtrationwere filtered off
  6. washwashed with ethanol (5 ml)

Sources & evidence

ORD record
ord-6689b046683d40b2bf586448f5338a30
Source dataset
uspto-grants-2014_11
Patent number
US08895547B2

Reaction notes

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