2,5-Hexanedione → HCID 19986378, compound

HRID 974389Notes

Reaction equation

HRID 974389 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH2:4][NH2:5].[CH2:11]([CH2:15][C:16](=O)[CH3:17])[C:12]([CH3:14])=O>C(O)C.Cl>[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH2:4][N:5]1[C:16]([CH3:17])=[CH:15][CH:11]=[C:12]1[CH3:14]

Participants

5

Reactant 2

HCID 80352,5-HexanedioneHCID 27332442,4-Difluorobenzylamine

Product 1

HCID 19986378HCID 19986378, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

42.9 g (0.30 mol) of 2,4-difluorobenzylamine are dissolved in 300 ml of ethanol. 5 drops of concentrated hydrochloric acid (36%) are added to this solution. 36.0 g (0.315 mol) of acetonylacetone are then added dropwise, and the mixture is warmed to reflux. The reaction is complete (GC check) after refluxing for 4.5 hours at about 80° C. The brown solution is cooled to -30° C. and the crystals which have precipitated are filtered off and dried. 56.2 g (85% of theory) of white crystals which melt at 41°-42° C. are obtained.

Workup

  1. temperaturethe mixture is warmed to reflux
  2. temperatureThe brown solution is cooled to -30° C.
  3. customthe crystals which have precipitated
  4. filtrationare filtered off
  5. customdried
  6. custommelt at 41°-42° C.
  7. customare obtained

Sources & evidence

ORD record
ord-a2f47f84e9684f58ab8bbb23ad6adf69
Source dataset
uspto-grants-1991_11
Patent number
US05068371

Reaction notes

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