Iodoethane → 4-(Ethylthio)phenol

HRID 614039Notes

Reaction equation

HRID 614039 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[OH-].[K+].[CH2:11](I)[CH3:12]>C(O)C>[CH2:11]([S:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1)[CH3:12]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 14797Potassium HydroxideHCID 2401474-Mercaptophenol

Product 1

HCID 130853494-(Ethylthio)phenol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

4-(Ethylthio)phenol was prepared as follows. Sixty grams of 4-mercaptophenol were dissolved in 50 milliliters of ethanol. To the solution was added 27 grams of potassium hydroxide dissolved in 150 milliliters of ethanol. Seventy-four grams of ethyl iodide were added at 20° C. to 32° C. over a thirty minute period. The flask contents were stripped to remove the solvent. Benzene was added and the reaction product was water washed. The reaction product was stripped to remove a trace of the 4-mercaptophenol. The product weighed 66 grams.

Workup

  1. customto remove the solvent
  2. additionBenzene was added
  3. washwashed
  4. customto remove a trace of the 4-mercaptophenol

Sources & evidence

ORD record
ord-a70e0234d3c442008bb37b3b62c42ff1
Source dataset
uspto-grants-1979_03
Patent number
US04143076

Reaction notes

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