Benzene → Cyclohexylbenzene

HRID 2201593Notes

Reaction equation

HRID 2201593 reaction equation
[H][H].[CH:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>[Pd]>[CH:3]1([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 241BenzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 13229CyclohexylbenzeneYield 79%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Conditions

Temperature
300 °C

Procedure

2 g of a hydroalkylation catalyst comprising 0.15 wt % Pd on alumina/MCM49 20/80 wt/wt was sized and loaded into the reactor as described above. The catalyst was activated by ramping its temperature at 60° C./hour heating rate to 300° C. and holding it there for 2 hours in 2028 GHSV of flowing hydrogen at 3.44 bar (50 psig, 344 kPag) total pressure. Other details of the experimental procedure and the reactor were as described above. This reference case was established by running two experiments (A and B) parallel at identical conditions. As the results in Table 1 indicate, the catalyst yielded 35%-37% benzene conversion with 79% cyclohexylbenzene selectivity.

Workup

  1. customthere for 2 hours
  2. customAs the results in Table 1

Sources & evidence

ORD record
ord-60aef4c890224a0f8477a106a5f42a89
Source dataset
uspto-grants-2016_06
Patent number
US09364823B2

Reaction notes

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