Acetic Acid → HCID 21492094, compound

HRID 267300Notes

Reaction equation

HRID 267300 reaction equation
OO.[CH3:3][S:4][C:5]1[CH:10]=[C:9]([CH:11]([CH3:13])[CH3:12])[C:8]([Br:14])=[CH:7][C:6]=1[CH:15]([CH3:17])[CH3:16].[OH2:18].C(O)(=[O:21])C>>[CH3:3][S:4]([C:5]1[CH:10]=[C:9]([CH:11]([CH3:12])[CH3:13])[C:8]([Br:14])=[CH:7][C:6]=1[CH:15]([CH3:17])[CH3:16])(=[O:21])=[O:18]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 962WaterHCID 21556730HCID 21556730, compound

Product 1

HCID 21492094HCID 21492094, compound

Conditions

Temperature
90 °C

Procedure

4-Bromo-2,5-diisopropylphenyl methyl sulfone was prepared as follows. A 55-g portion of 30% hydrogen peroxide was added to a solution of 28.7 g of 4-bromo-2,5-diisopropylphenyl methyl sulfide (prepared in Example 1C) in 100 ml of acetic acid over a period of 25 min. while maintaining the temperature at 50°-60°C. The reaction mixture was then refluxed at 90°C for 4 hrs., after which time it was poured into cold water. The product was filtered and washed with water to give 23.1 g of 4-bromo-2,5-diisopropylphenyl methyl sulfone. After recrystallization from 75% ethanol water the 4-bromo-2,5-diisopropylphenyl methyl sulfone melted at 107°-112°C.

Workup

  1. custom4-Bromo-2,5-diisopropylphenyl methyl sulfone was prepared
  2. temperaturewhile maintaining the temperature at 50°-60°C
  3. filtrationThe product was filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-701f63da190442bfb676e4ab58eba8fb
Source dataset
uspto-grants-1976_03
Patent number
US03941826

Reaction notes

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