Acetic Acid → HCID 54488685, compound

HRID 266707Notes

Reaction equation

HRID 266707 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11])[CH:5]=O.[C:14]([O:20][CH3:21])(=[O:19])[CH2:15][C:16]([CH3:18])=[O:17].N1CCCCC1.C(O)(=O)C>C(Cl)Cl.O>[C:16]([C:15](=[CH:5][C:4]1[CH:7]=[CH:8][C:9]([C:10]([F:13])([F:12])[F:11])=[C:2]([Cl:1])[CH:3]=1)[C:14]([O:20][CH3:21])=[O:19])(=[O:17])[CH3:18]

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 7757Methyl acetoacetateHCID 8082PiperidineHCID 190312873-Chloro-4-(trifluoromethyl)benzaldehyde

Product 1

HCID 54488685HCID 54488685, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

32.3 g (155 mol) of 3-chloro-4-trifluoromethylbenzaldehyde and 18.0 g (155 mmol) of methyl acetoacetate are dissolved in 200 ml of methylene chloride, and 1.2 ml of piperidine and 1 ml of glacial acetic acid are added. The mixture is heated for 5 hours, using a water separator. It is then washed with water, dried over MgSO4 and concentrated. The product is recrystallized twice from methanol. 25.6 g (54% of theory) of the title compound are obtained.

Workup

  1. temperatureThe mixture is heated for 5 hours
  2. washIt is then washed with water
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customThe product is recrystallized twice from methanol

Sources & evidence

ORD record
ord-c1eb2cf0952d4468be77ee164877a79e
Source dataset
uspto-grants-1997_07
Patent number
US05652251

Reaction notes

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