Pentafluorobenzaldehyde → HCID 13061756, compound

HRID 1902747Notes

Reaction equation

HRID 1902747 reaction equation
[CH3:1][N:2]1[CH2:7][C:6](O)=[CH:5][C:4](=[O:9])[CH2:3]1.[CH3:10][O:11][C:12](=[O:17])/[CH:13]=[C:14](\[NH2:16])/[CH3:15].[F:18][C:19]1[C:24]([CH:25]=O)=[C:23]([F:27])[C:22]([F:28])=[C:21]([F:29])[C:20]=1[F:30]>CO>[CH3:10][O:11][C:12]([C:13]1[CH:25]([C:24]2[C:23]([F:27])=[C:22]([F:28])[C:21]([F:29])=[C:20]([F:30])[C:19]=2[F:18])[C:5]2[C:4](=[O:9])[CH2:3][N:2]([CH3:1])[CH2:7][C:6]=2[NH:16][C:14]=1[CH3:15])=[O:17]

Participants

5

Reactant 3

HCID 69558PentafluorobenzaldehydeHCID 643918Methyl 3-aminocrotonateHCID 12818451HCID 12818451, compound

Product 1

HCID 13061756HCID 13061756, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-Methyl-3-oxo-5-hydroxy-1,2,3,6-tetrahydropyridine (6.36 g.), 5.92 g. of methyl-3-aminocrotonate, 9.8 g. of pentafluorobenzaldehyde and 125 ml. of methanol were refluxed for 4 hours. The reaction mixture was filtered and the filtrate was evaporated to dryness in vacuo. The residue was slurried with ethanol and filtered. Recrystallization from methanol afforded the title compound; m.p. 250°-253° C. dec.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated to dryness in vacuo
  3. filtrationfiltered
  4. customRecrystallization from methanol

Sources & evidence

ORD record
ord-56e2fbf6f5e24094bb391fb7adb9663c
Source dataset
uspto-grants-1982_12
Patent number
US04365063

Reaction notes

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