2,5-Hexanedione → HCID 58073907, compound

HRID 1470659Notes

Reaction equation

HRID 1470659 reaction equation
[CH3:1][O:2][C:3](=[O:15])[C:4]1[C:9]([F:10])=[C:8]([F:11])[C:7]([NH2:12])=[C:6]([F:13])[C:5]=1[F:14].[CH2:16]([CH2:20][C:21](=O)[CH3:22])[C:17]([CH3:19])=O>C(O)C.Cl>[CH3:1][O:2][C:3](=[O:15])[C:4]1[C:5]([F:14])=[C:6]([F:13])[C:7]([N:12]2[C:21]([CH3:22])=[CH:20][CH:16]=[C:17]2[CH3:19])=[C:8]([F:11])[C:9]=1[F:10]

Participants

5

Reactant 2

HCID 80352,5-HexanedioneHCID 2782457Methyl 4-amino-2,3,5,6-tetrafluorobenzoate

Product 1

HCID 58073907HCID 58073907, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Conditions

Temperature
95 °C

Procedure

To the solution of 4-amino-2,3,5,6-tetrafluoro-benzoic acid methyl ester (0.5 g, 2.24 mmol) in absolute ethyl alcohol (20 mL) containing 2 drops of conc. HCl was added followed by acetonyl acetone (0.233 g, 2.041 mmol). The reaction mixture was then refluxed at 95° C. for 18 hours. The progress of the reaction was monitored by TLC. The reaction mixture was concentrated and the obtained residue was purified by column chromatography using 0.5% ethyl acetate in hexane to obtain the title compound.

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated
  3. customthe obtained residue was purified by column chromatography

Sources & evidence

ORD record
ord-3848ccd9c3c444aaba6a4aecb063e03e
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

Loading…