Ethanol → HCID 86074476, compound

HRID 2354034Notes

Reaction equation

HRID 2354034 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.C1(=O)[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]1.[CH2:16](O)C>>[OH:14][C:11]1[CH:12]=[CH:13][C:1]([N:2]2[CH2:7][CH2:6][CH:5]([CH3:16])[CH2:4][CH2:3]2)=[CH:9][CH:10]=1

Participants

4

Reactant 3

HCID 702Ethanol2×HCID 12291N-MethylpiperidineHCID 125111,4-Cyclohexanedione

Product 1

HCID 86074476HCID 86074476, compoundYield 33.9%

Procedure

1.00 g of 1-methylpiperadine and 2.24 g of 1,4-cyclohexanedione were heated with stirring in 15 ml of ethanol at 50° C. 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 purified by silica gel column chromatography (ethyl acetate:methanol=3:1) and 0.65 g of 1-(4-hydroxyphenyl)-4-methylpiperadine was obtained (yield 33.9%).

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 purified by silica gel column chromatography (ethyl acetate:methanol=3:1)

Sources & evidence

ORD record
ord-8ef8a21ff5da4a8985a757eb32cc7e21
Source dataset
uspto-grants-2010_07
Patent number
US07750156B2

Reaction notes

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