2,4-Difluorobenzaldehyde → HCID 54311230, compound

HRID 1976579Notes

Reaction equation

HRID 1976579 reaction equation
[C:1]([CH2:5][C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7])(=[O:4])[CH2:2][CH3:3].[F:16][C:17]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:18]=1[CH:19]=O>C1C=CC=CC=1.C([O-])(=O)C.[NH2+]1CCCCC1>[F:16][C:17]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:18]=1[CH:19]=[C:5]([C:1](=[O:4])[CH2:2][CH3:3])[C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7]

Participants

5

Reactant 2

HCID 737702,4-DifluorobenzaldehydeHCID 12425357HCID 12425357, compound

Product 1

HCID 54311230HCID 54311230, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 3014295Piperidinium acetateCatalystHCID 241BenzeneSolvent

Procedure

A solution of benzyl propionylacetate (157 g, 0.758 mol), 2,4-difluorobenzaldehyde (107.65 g, 0.758 mol), and piperidinium acetate (5.49 g, 38 mmol) in benzene (1 L) were stirred at room temperature for 96 h. The mixture was washed with water (2×100 mL), dried (magnesium sulfate) and the solvent evaporated under reduced pressure to yield the product as a pale yellow syrup (251.2 g) which was used in the next step without further purification.

Workup

  1. washThe mixture was washed with water (2×100 mL)
  2. dry with materialdried (magnesium sulfate)
  3. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-d780222aeaf04921bd40715d72f6d110
Source dataset
uspto-grants-2001_05
Patent number
US06228861B1

Reaction notes

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