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Phenol → Dibenzofuran

HRID 582928
Notes
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Reaction equation

HRID 582928 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>O=[Th]=O>[C:1]1([O:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:5]1[C:6]2[C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=3[O:7][C:1]=2[CH:2]=[CH:3][CH:4]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 996Phenol

Product 2

HCID 568DibenzofuranHCID 7583Diphenyl Ether

Reagents, catalysts & solvents 1

HCID 14808THORIUM OXIDE (ThO2)Catalyst

Procedure

However, it is more desirable to prepare diaryl ethers by the dehydration of phenols. The dehydration was first reported by P. Sabatier and A. Mailhe (Compt. Rend., 151, 1910, 492-494). They passed phenol over a thoria catalyst at 410° C. and atmospheric pressure to obtain diphenyl oxide and dibenzofuran as a byproduct.

Workup

  1. customat 410° C.

Sources & evidence

ORD record
ord-37023ed916c74e09a66163fff5bdd9f1
Source dataset
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05925798

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes