Acetic Acid → HCID 15752804, compound

HRID 1030330Notes

Reaction equation

HRID 1030330 reaction equation
[S:1]([C:16]1[CH:21]=[C:20]([CH:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[C:19]([OH:28])=[CH:18][C:17]=1[CH3:29])[C:2]1[CH:7]=[C:6]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[C:5]([OH:14])=[CH:4][C:3]=1[CH3:15].OO.[OH2:32].C(O)(=[O:35])C>>[S:1]([C:16]1[CH:21]=[C:20]([CH:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[C:19]([OH:28])=[CH:18][C:17]=1[CH3:29])([C:2]1[CH:7]=[C:6]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[C:5]([OH:14])=[CH:4][C:3]=1[CH3:15])(=[O:35])=[O:32]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen Peroxide2×HCID 962WaterHCID 15752802HCID 15752802, compound

Product 1

HCID 15752804HCID 15752804, compound

Procedure

The semi-solid oily 4,4'-thiobis(6-cyclohexyl-3-methylphenol) is dissolved in acetic acid (100 ml), to which 35% hydrogen peroxide (9.7 g) is added at 40° C. over a period of 2 hours. Further, 35% hydrogen peroxide (20 g) is added thereto at 50°-60° C. over a period of 6 hours. After the reaction, water is added thereto and the water layer is decanted off. Dichloroethane is added to the resulting oily substance to allow precipitation. The crystals are filtered off and recrystallized from ethanol to give 4,4'-sulfonylbis(6-cyclohexyl-3-methylphenol), m.p. 301° C. (decomposition).

Workup

  1. additionis added at 40° C. over a period of 2 hours
  2. additionis added
  3. customthe water layer is decanted off
  4. additionDichloroethane is added to the resulting oily substance
  5. customprecipitation
  6. filtrationThe crystals are filtered off
  7. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-a6c147004a4c4ac5a064241351785edf
Source dataset
uspto-grants-1992_04
Patent number
US05105016

Reaction notes

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