Benzyl Alcohol → 4-(Benzylthio)phenol

HRID 65569Notes

Reaction equation

HRID 65569 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-b73cc56b7eb04dffbafb646185db42db
Source dataset
uspto-grants-1978_12
Patent number
US04128530

Reaction notes

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