Sulfuric Acid → HCID 22227870, compound

HRID 1744516Notes

Reaction equation

HRID 1744516 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:13])[CH3:12])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].S(=O)(=O)(O)O.[Br:19]([O-])(=O)=O.[K+]>>[Br:19][C:10]1[CH:9]=[C:8]([C:11](=[O:13])[CH3:12])[CH:7]=[CH:6][C:5]=1[CH2:1][CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 932144'-IsobutylacetophenoneHCID 23673461Potassium Bromate

Product 1

HCID 22227870HCID 22227870, compoundYield 58.5%

Procedure

4′-isobutylacetophenone (215 g) was added to 49% sulfuric acid (1 Liter) was and potassium bromate (268 g) was added under ice-cooling over 1.5 h. The mixture was warmed to room temperature and stirred further for 1 h, which was followed by extraction with toluene. The organic layer was washed with water and dried over anhydrous magnesium sulfate, after which the solvent was evaporated under reduced pressure. The remaining oily substance was distilled under highly reduced pressure to give 3′-bromo-4′-isobutylacetophenone (182 g), boiling point: 130–140° C./0.15 mmHg

Workup

  1. temperaturecooling over 1.5 h
  2. extractionwhich was followed by extraction with toluene
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customafter which the solvent was evaporated under reduced pressure
  6. distillationThe remaining oily substance was distilled under highly reduced pressure

Sources & evidence

ORD record
ord-21cb4e2aa0114af38fcf7f7a5f7c9663
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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