Methylhydroquinone → Durohydroquinone

HRID 380780

Reaction equation

HRID 380780 reaction equation
[CH3:1]C1C=C(O)C=CC=1O.[O-2].[La+3].[O-2].[O-2].[La+3].CC1C(C)=C(C=CC=1O)O.[CH3:25][C:26]1[C:27]([OH:35])=[C:28]([CH3:34])[C:29]([CH3:33])=[C:30]([CH:32]=1)[OH:31]>CO>[CH3:25][C:26]1[C:27]([OH:35])=[C:28]([CH3:34])[C:29]([CH3:33])=[C:30]([OH:31])[C:32]=1[CH3:1]

Participants

6

Reactant 4

HCID 7253Methylhydroquinone2×HCID 12785TrimethylhydroquinoneHCID 691002,3-DimethylhydroquinoneHCID 150906Lanthanum sesquioxide

Product 1

HCID 136346Durohydroquinone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into an autoclave (inner volume: 9 ml, made of SUS 316, equipped with a manometer) were charged 0.098 g of methylhydroquinone, 3.491 g of methanol and 7 mg of lanthanum oxide (manufactured by High Purity Chemicals Co.). The reaction was started by elevating the temperature up to 350° C. with sand bath. The pressure during the reaction was 18 MPa. After 2 hours, the autoclave was quickly cooled and the reaction solution was taken out from the autoclave when the temperature was cooled back to the room temperature. The measurement according to the process described above revealed that the conversion of methylhydroquinone was 32% by mole, the selectivity of dimethylhydroquinone was 80% by mole, the selectivity of trimethylhydroquinone was 10% by mole and no tetramethylhydroquinone was produced.

Workup

  1. customequipped with a manometer)
  2. customup to 350° C.
  3. temperaturethe autoclave was quickly cooled

Sources & evidence

ORD record
ord-67e836e63e8a45298e2acbd8917caeef
Source dataset
uspto-grants-2001_10
Patent number
US06303801B1

Linked notes

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