Chloroform → HCID 86712411, compound

HRID 1398090Notes

Reaction equation

HRID 1398090 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[C:11](=[O:14])([O-])[O-].[K+].[K+].O[CH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1.[CH:24](Cl)(Cl)Cl>CN(C)C=O>[CH2:23]([CH:22]1[CH2:24][CH:11]([OH:14])[CH2:19][CH2:20][N:21]1[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1)[CH3:18]

Participants

6

Reactant 4

HCID 6212ChloroformHCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 79341Piperidin-4-ol

Product 1

HCID 86712411HCID 86712411, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

To a solution of 14.1 g (0.10 mol) of 4-fluoronitrobenzene in 200 mL of N,N-dimethyl formamide were added 20.73 (0.15 mol) of potassium carbonate and 10.1 g (0.10 mol) of 4-hydroxypiperidine and the mixture was stirred for 1 hour at 140° C. The reaction mixture was cooled to room temperature and the mixture was treated with chloroform, then insoluble substances were removed off by filtration. The filtrate was condensed and the residue was recrystallized from ethanol to give 17.27 g (78%) of the title compound.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. custominsoluble substances were removed off by filtration
  3. customcondensed
  4. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-e0ad31d427794540a655f1a4041c9182
Source dataset
uspto-grants-2014_12
Patent number
US08901315B2

Reaction notes

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