p-Fluoronitrobenzene → 1-(4-Nitrophenyl)-4-piperidinol

HRID 57639Notes

Reaction equation

HRID 57639 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[NH:11]1[CH2:16][CH2:15][CH:14]([OH:17])[CH2:13][CH2:12]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:11]2[CH2:16][CH2:15][CH:14]([OH:17])[CH2:13][CH2:12]2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

Participants

5

Reactant 3

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

Product 1

HCID 6137681-(4-Nitrophenyl)-4-piperidinol

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-fluoro-4-nitrobenzene (3.0 g 21.26 mmol), piperidin-4-ol (2.26 g, 22.32 mmol), K2CO3 (4.4 g, 31.89 mmol) was mixed in 20 mL DMF, reacted at 80° C. for 2.5 hours. Then the mixture was extracted by EA and brine, washed by brine and then water, dried over Na2SO4, concentrated. The crude product was used directly in the next step without further purification.

Workup

  1. customreacted at 80° C. for 2.5 hours
  2. extractionThen the mixture was extracted by EA and brine
  3. washwashed by brine
  4. dry with materialwater, dried over Na2SO4
  5. concentrationconcentrated
  6. customThe crude product was used directly in the next step without further purification

Sources & evidence

ORD record
ord-c76db834c1504643ae8144826d1608d9
Source dataset
uspto-grants-2016_09
Patent number
US09434726B2

Reaction notes

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