Piperidine → ST50251142

HRID 1283388Notes

Reaction equation

HRID 1283388 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N+:7]([C:10]1[CH:11]=[C:12]([CH:21]=[CH:22][C:23]=1Cl)[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:14])([O-:9])=[O:8].Cl.N1CCCCC1>>[N+:7]([C:10]1[CH:11]=[C:12]([CH:21]=[CH:22][C:23]=1[N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:14])([O-:9])=[O:8]

Participants

4

Reactant 3

HCID 8082PiperidineHCID 417434-Chloro-3-nitrobenzophenoneHCID 2723721Piperidine, hydrochloride (1:1)

Product 1

HCID 626066ST50251142

Procedure

15 ml. of piperidine are added at once to 13 g. of 3-nitro-4-chloro-benzophenone under stirring. Due to the highly exothermic reaction the mixture warms to 98° to 100 °C within 4 to 5 minutes, thereafter piperidine hydrochloride starts to separate from the homogeneous reaction mixture. The mixture is stirred for 10 minutes at 98° to 100 °C, thereafter cooled, the product is triturated with 30 ml. of n-hexane, and filtered. The crystalline substance is washed on the filter with 2×30 ml. of n-hexane, suctioned well, and suspended several times in distilled water to remove piperidine hydrochloride. The obtained product is dried until constant weight. 15.5 g. of crystalline 3-nitro-4-piperidino-benzophenone are obtained; m.p.: 77°C.

Workup

  1. customDue to the highly exothermic reaction the mixture
  2. customto separate from the homogeneous reaction mixture
  3. temperaturecooled
  4. customthe product is triturated with 30 ml
  5. filtrationof n-hexane, and filtered
  6. washThe crystalline substance is washed on the
  7. filtrationfilter with 2×30 ml
  8. customto remove piperidine hydrochloride
  9. customThe obtained product is dried until constant weight

Sources & evidence

ORD record
ord-119fed9369c449c8b63cef39085e7b40
Source dataset
uspto-grants-1976_08
Patent number
US03975390

Reaction notes

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