2-Chloroethanol → 4-((2-Hydroxyethyl)thio)phenol

HRID 2419990Notes

Reaction equation

HRID 2419990 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[OH-].[K+].Cl[CH2:12][CH2:13][OH:14]>C(O)C>[OH:14][CH2:13][CH2:12][S:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 342-ChloroethanolHCID 14797Potassium HydroxideHCID 2401474-Mercaptophenol

Product 1

HCID 130526324-((2-Hydroxyethyl)thio)phenol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

4-Mercaptophenol (126 grams) was dissolved in 60 millimeters of ethanol. A solution of KOH (58 grams) dissolved in ethanol (150 millimeters) was added under a nitrogen blanket. 2-Chloroethanol (83 grams) was then added slowly and the combination allowed to react for 11/2 hours. The product was filtered and the volatiles stripped off. The weight of product was 172 grams.

Workup

  1. additionwas added under a nitrogen blanket
  2. customto react for 11/2 hours
  3. filtrationThe product was filtered

Sources & evidence

ORD record
ord-d6dbcffb7d864790b4458d067bbffacf
Source dataset
uspto-grants-1978_08
Patent number
US04108831

Reaction notes

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