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Catechol → Guaiacol

HRID 6505
Notes
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Reaction equation

HRID 6505 reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].[CH3:9]O>>[C:1]1([OH:2])[CH:3]=[CH:5][CH:6]=[CH:7][CH:8]=1.[C:3]1([O:4][CH3:9])[C:1](=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 289CatecholHCID 887Methanol

Product 2

HCID 460GuaiacolHCID 996Phenol

Procedure

When the temperature of the catalyst stratum reached 260° C. in Example 43 and 300° C. in Example 44, a starting compound mixture consisting of catechol and methyl alcohol in a mixing molar ratio of 1:3.44 was evaporated in an evaporator, and the resultant starting compound mixture gas was fed in a feeding rate of 10.5 g/min. together with a nitrogen gas into the reaction tube for 14 hours, to etherify catechol with methyl alcohol and to produce a dihydric phenol compound monoalkylether, i.e., guaiacol. The reaction mixture gas discharged from the reaction tube was cooled to a temperature of 40° C. The resultant liquefied product was collected from the reaction mixture.

Workup

  1. customreached 260° C. in Example 43 and 300° C. in Example 44
  • customwas evaporated in an evaporator
  • Sources & evidence

    ORD record
    ord-bc1049bbac104ae6857eeaa65fae9134
    Source dataset
    uspto-grants-1993_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05248835

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes