Piperidine → HCID 19606803, compound

HRID 1604017Notes

Reaction equation

HRID 1604017 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](F)[C:5]([F:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[NH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[C:5]([F:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 101303301-Chloro-4,5-difluoro-2-nitrobenzene

Product 1

HCID 19606803HCID 19606803, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 4.8 g (25 mmol) of 2-chloro-4,5-difluoronitrobenzene in 14.4 g of toluene is introduced into a 100 ml three-necked flask fitted with dropping funnel, precision-ground glass stirrer and reflux condenser. 4.3 g (50 mmol) of piperidine are added dropwise to this solution at room temperature and with stirring over the course of 1 hour. The mixture is then stirred at room temperature for a further 2 hours. The reaction solution formed in the reaction is washed three times with 35 ml of water in each case and dried. Removal of the solvent gives 5.3 g (21 mmol) of 2-chloro-5-fluoro-4-piperidinonitrobenzene. This corresponds to a yield of 82.0%, based on 2-chloro-4,5-difluoronitrobenzene used.

Workup

  1. customfitted
  2. temperaturereflux condenser
  3. stirringThe mixture is then stirred at room temperature for a further 2 hours
  4. customThe reaction solution formed in the reaction
  5. washis washed three times with 35 ml of water in each case
  6. customdried
  7. customRemoval of the solvent

Sources & evidence

ORD record
ord-269c3675885f4482999e98f93fc12b5b
Source dataset
uspto-grants-1999_11
Patent number
US05990309

Reaction notes

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