Piperidine → ST50251142

HRID 1076531Notes

Reaction equation

HRID 1076531 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 onee 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 then triturated with 30 ml. of n-hexane, and filtered. The crystalline substance is washed on the filter with 2×30 ml. of n-hexane, subjected to effective suction well, and suspended several times in distilled water to remove piperidine hydrochloride. The obtained product is dried until a constant weight is obtained. 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 then 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 a constant weight
  10. customis obtained

Sources & evidence

ORD record
ord-1256d549f2a14c90a3ac1ac13f4474cd
Source dataset
uspto-grants-1976_05
Patent number
US03957777

Reaction notes

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