Benzyl Alcohol → 4-(Benzylthio)phenol

HRID 614040Notes

Reaction equation

HRID 614040 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH2:9](O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1(C)C(S(O)(=O)=O)=CC=CC=1.C1C=CC=CC=1>[CH2:9]([S:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 2

HCID 244Benzyl AlcoholHCID 2401474-Mercaptophenol

Product 1

HCID 50183854-(Benzylthio)phenol

Reagents, catalysts & solvents 2

HCID 69252-Methylbenzenesulfonic acidCatalystHCID 241BenzeneSolvent

Procedure

4-(Benzylthio)phenol was prepared as follows. Seventy grams of 4-mercaptophenol, 30 drops of toluene sulfonic acid and 100 milliliters of benzene were placed in a flask. Eighty-three grams of benzyl alcohol were added and the flask contents stirred at reflux for five hours to collect the water formed. A white substance precipitated from solution and was filtered. It was washed with hexane. The substance had a melting point of 96° C. to 98° C., a percent sulfur of 14.4 and a hydroxyl number of 259.

Workup

  1. temperatureat reflux for five hours
  2. customto collect the water
  3. customformed
  4. customA white substance precipitated from solution
  5. filtrationwas filtered
  6. washIt was washed with hexane

Sources & evidence

ORD record
ord-8075d74917aa444f98c7cce9ed6fb1d4
Source dataset
uspto-grants-1979_03
Patent number
US04143076

Reaction notes

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