1,4-Cyclohexanedione → HCID 11644071, compound

HRID 2354031Notes

Reaction equation

HRID 2354031 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[C:8]1(=O)[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]1>C(O)C>[OH:14][C:11]1[CH:12]=[CH:13][C:8]([N:5]2[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]2)=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 125111,4-CyclohexanedioneHCID 79341Piperidin-4-ol

Product 1

HCID 11644071HCID 11644071, compoundYield 56.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

202 mg of 4-hydroxypiperidine and 448 mg of 1,4-cyclohexanedione were heated under reflux in 10 ml of ethanol and reacted for 9 hours with introducing air with a pump. During the reaction, ethanol was added as needed. After the completion of the reaction, the resultant was separated by silica gel column chromatography (n-hexane:ethyl acetate=2:1) and 0.218 g of 1-(4-hydroxyphenyl)-4-hydroxypiperidine was obtained (yield 56.48%).

Workup

  1. customreacted for 9 hours
  2. additionwith introducing air with a pump
  3. additionwas added
  4. customAfter the completion of the reaction
  5. customthe resultant was separated by silica gel column chromatography (n-hexane:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-5ef6a960cace4d96a695667a3d43808c
Source dataset
uspto-grants-2010_07
Patent number
US07750156B2

Reaction notes

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