Phenol → o-(Methylthio)phenol

HRID 414665Notes

Reaction equation

HRID 414665 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:8][S:9]SC.CSC1C=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

4

Reactant 3

HCID 996Phenol2×HCID 12232Dimethyl DisulfideHCID 140864-(Methylthio)phenol

Product 1

HCID 61261o-(Methylthio)phenolYield 41%

Procedure

The reaction was again repeated using identical amounts of phenol and methyl disulfide and 2.8 g of the solid H ELZ-20 catalyst recovered from the first repetition. The mixture was heated for 4 hours at which time the temperature was 179° C. After work-up as before, GC analysis indicated the presence of phenol (5.7 g, 46% recovered), ortho-(methylthio)phenol (5.1 g, 41% yield), para-(methylthio)phenol (2.7 g), and di-(methylthio)phenols (2.4 g).

Workup

  1. customrecovered from the first repetition
  2. temperatureThe mixture was heated for 4 hours at which time the temperature
  3. customwas 179° C

Sources & evidence

ORD record
ord-8e3f72fc86fd4e4886f329a62499cdaa
Source dataset
uspto-grants-1988_12
Patent number
US04792633

Reaction notes

Loading…