Phenol → o-(Methylthio)phenol

HRID 414667Notes

Reaction equation

HRID 414667 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:8][S:9]C1C=CC(O)=CC=1>>[CH3:8][S:9][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[OH:7]

Participants

3

Reactant 2

HCID 996PhenolHCID 140864-(Methylthio)phenol

Product 1

HCID 61261o-(Methylthio)phenol

Procedure

Phenol (4.0 g, 0.043 moles), para-(methylthio)phenol (6.0 g, 0.043 moles), and catalyst (2.0 g, Examples 32 and 33 in Table below) were combined and heated under nitrogen for the times and at the temperatures indicated. The mixtures were cooled to room temperature and filtered. The solid catalyst was washed several times with ether. The filtrate and ether washings were combined, and volatiles were removed on a rotary flash evaporator. GC analysis indicated the presence of phenol, ortho-(methylthio)phenol, para-(methylthio)phenol, and di-(methylthio)phenols. Yields of ortho-(methylthio)phenol are given in the Table below.

Workup

  1. temperatureheated under nitrogen for the times and at the temperatures
  2. filtrationfiltered
  3. washThe solid catalyst was washed several times with ether
  4. customvolatiles were removed on a rotary flash evaporator

Sources & evidence

ORD record
ord-efaa46a4cb55477aa273ff6bdced322b
Source dataset
uspto-grants-1988_12
Patent number
US04792633

Reaction notes

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