Water → HCID 22288041, compound

HRID 1075888Notes

Reaction equation

HRID 1075888 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][C:12]([CH3:15])([CH3:14])[NH:11][C:10]([CH3:17])([CH3:16])[CH2:9]2)=[CH:4][CH:3]=1.O.[H][H]>C(O)C.[Ru]>[OH:1][CH:2]1[CH2:7][CH2:6][CH:5]([CH:8]2[CH2:9][C:10]([CH3:17])([CH3:16])[NH:11][C:12]([CH3:15])([CH3:14])[CH2:13]2)[CH2:4][CH2:3]1

Participants

6

Reactant 3

HCID 962WaterHCID 21421695HCID 21421695, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22288041HCID 22288041, compound

Reagents, catalysts & solvents 2

HCID 23950RutheniumCatalystHCID 702EthanolSolvent

Procedure

10 parts of 4-(4'-hydroxyphenyl)-2,2,6,6-tetramethylpiperidine were dissolved in 150 parts of ethanol and treated with 30 parts of water, the mixture being warmed to maintain solution. The solution was then hydrogenated using 3 parts of ruthenium on carbon (5%) catalyst at 125° C and 100 atmospheres of hydrogen. The catalyst was separated and the solvent evaporated under reduced pressure. The residue was dissolved in chloroform, dried with magnesium sulphate and evaporated under reduced pressure. The residue was crystallised from petroleum (b.p. 80°-100° C) to yield the desired product melting at 145°-150° C and having the following elemental analysis.

Workup

  1. temperaturethe mixture being warmed
  2. temperatureto maintain solution
  3. customat 125° C
  4. customThe catalyst was separated
  5. customthe solvent evaporated under reduced pressure
  6. dissolutionThe residue was dissolved in chloroform
  7. dry with materialdried with magnesium sulphate
  8. customevaporated under reduced pressure
  9. customThe residue was crystallised from petroleum (b.p. 80°-100° C)

Sources & evidence

ORD record
ord-3296ff055fce48a2ac8cc7dbc333c8e6
Source dataset
uspto-grants-1976_05
Patent number
US03954779

Reaction notes

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