2-Chloroethanol → 2,6-Di-tert-butyl-4-[(2-hydroxyethyl)sulfanyl]phenol

HRID 2419989Notes

Reaction equation

HRID 2419989 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([SH:11])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].Cl[CH2:20][CH2:21][OH:22]>C(O)C.C1C=CC=CC=1>[C:12]([C:7]1[CH:8]=[C:9]([S:11][CH2:20][CH2:21][OH:22])[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]=1[OH:16])([CH3:15])([CH3:14])[CH3:13]

Participants

6

Reactant 3

HCID 342-ChloroethanolHCID 14797Potassium HydroxideHCID 703702,6-Di-tert-butyl-4-mercaptophenol

Product 1

HCID 140118152,6-Di-tert-butyl-4-[(2-hydroxyethyl)sulfanyl]phenol

Reagents, catalysts & solvents 2

HCID 241BenzeneSolvent2×HCID 702EthanolSolvent2×

Procedure

Using the equipment described in Example I, 2,6-ditertiary butyl-4-mercaptophenol (50 grams) was dissolved in 90 millimeters of ethanol (denatured alcohol) and 30 millimeters of benzene. A solution of 12 grams of KOH in 60 millimeters of ethanol was added under a nitrogen blanket. 2-Chloroethanol (19 grams) was slowly added dropwise at room temperature. The combination was reacted for three hours and then diluted with benzene and washed with water. The volatiles were then stripped off.

Workup

  1. customThe combination was reacted for three hours
  2. washwashed with water

Sources & evidence

ORD record
ord-f0c1fb9c087449b281bbb90694ed55ab
Source dataset
uspto-grants-1978_08
Patent number
US04108831

Reaction notes

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