Ethylene Oxide → HCID 18459385, compound

HRID 2305005Notes

Reaction equation

HRID 2305005 reaction equation
[CH2:1]1[O:3][CH2:2]1.[CH2:4]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1O)[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C1[O:22]C1.[H][H]>[Ru]>[CH2:2]1[O:3][CH2:1]1.[CH2:4]([C:13]1([OH:22])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 6354Ethylene OxideHCID 14122791HCID 14122791, compoundHCID 178418361HCID 178418361, compound4×

Product 1

HCID 18459385HCID 18459385, compound

Reagents, catalysts & solvents 1

HCID 23950RutheniumCatalyst

Conditions

Temperature
100 °C

Procedure

To 70 ml autoclave, 20 g (45.4 mmoles) of nonylphenol ethylene-oxide adduct having an ethylene oxide addition mole number of 5.0 and 2.0 g of powdery 5%-ruthenium alumina were charged. The reaction system was substituted with nitrogen, successively with hydrogen, and heated to 100° C. Hydrogen pressure was respectively controlled to the pressure shown in Table 2. Hydrogenation reaction was carried out for the time and at the temperature shown in Table 2 while feeding hydrogen so as to maintain the hydrogen pressure constant. After the reaction, the catalyst was filtered at 90° C. under increased pressure to obtain nonylcyclohexanol ethylene oxide adduct having an ethylene oxide addition mole number of 5.0. Table 2 shows amounts of consumed hydrogen, residual nonylphenol ethylene oxide adduct and nonylcyclohexane.

Workup

  1. additionwere charged
  2. customHydrogenation reaction
  3. customAfter the reaction
  4. filtrationthe catalyst was filtered at 90° C.
  5. temperatureunder increased pressure

Sources & evidence

ORD record
ord-e2516b07321349d8b1cfb1b931130c19
Source dataset
uspto-grants-2002_08
Patent number
US06437194B2

Reaction notes

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