Piperidine → 4-(Piperidin-1-yl)phenol

HRID 2354032Notes

Reaction equation

HRID 2354032 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:7]1(=O)[CH2:12][CH2:11][C:10](=[O:13])[CH2:9][CH2:8]1>C(O)C>[OH:13][C:10]1[CH:11]=[CH:12][C:7]([N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 125111,4-Cyclohexanedione

Product 1

HCID 904524-(Piperidin-1-yl)phenolYield 53.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

0.85 g of piperidine and 2.24 g of 1,4-cyclohexanedione were heated with stirring in 15 ml of ethanol at 50 to 60° C. and reacted in air for 8 hours. During the reaction, ethanol was added as needed. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure and the resultant was separated by silica gel column chromatography (n-hexane:ethyl acetate=2:1) and 0.95 g of 1-(4-hydroxyphenyl)piperidine was obtained (yield 53.7%).

Workup

  1. customreacted in air for 8 hours
  2. additionwas added
  3. customAfter the completion of the reaction
  4. concentrationthe reaction mixture was concentrated under reduced pressure
  5. customthe resultant was separated by silica gel column chromatography (n-hexane:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-ebb719dd853f4f03b43312b907521a64
Source dataset
uspto-grants-2010_07
Patent number
US07750156B2

Reaction notes

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