Sulfuric Acid → HCID 13725949, compound

HRID 54866Notes

Reaction equation

HRID 54866 reaction equation
S(=O)(=O)(O)O.[CH:6]([C:9]1[CH:25]=[CH:24][C:12]([C:13]([C:15]2[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=2[C:17]([OH:19])=O)=[O:14])=[CH:11][CH:10]=1)([CH3:8])[CH3:7]>>[CH:6]([C:9]1[CH:10]=[CH:11][C:12]2[C:13](=[O:14])[C:15]3[C:16](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:17](=[O:19])[C:24]=2[CH:25]=1)([CH3:7])[CH3:8]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 3457982-(4-Isopropylbenzoyl)benzoic acid

Product 1

HCID 13725949HCID 13725949, compound

Conditions

Temperature
95 °C

Procedure

Fuming sulfuric acid (25 mL, 30%) was added to 8.5 g (32 mmol) of 2-(4'isopropylbenzoyl)benzoic acid. The mixture was then heated to 95° C. for 1 h in a water bath. The resultant dark solution was poured cautiously over crushed ice to yield a beige solid which was extracted with chloroform. The chloroform layer was washed sever-al times with a dilute NaOH solution ≈10%), followed by a dilute HCl solution and finally with deionized water. The resultant yellow chloroform solution was dried with MgSO4, filtered and the chloroform was removed under vacuum to yield a yellow/orange solid. The product was recrystallized from heptane to yield a yellow product. (1.00 g, 113%), mp 53-54° C.

Workup

  1. additionThe resultant dark solution was poured cautiously
  2. customover crushed ice
  3. customto yield a beige solid which
  4. extractionwas extracted with chloroform
  5. washThe chloroform layer was washed sever-al times with a dilute NaOH solution ≈10%),
  6. dry with materialThe resultant yellow chloroform solution was dried with MgSO4
  7. filtrationfiltered
  8. customthe chloroform was removed under vacuum
  9. customto yield a yellow/orange solid
  10. customThe product was recrystallized from heptane
  11. customto yield a yellow product

Sources & evidence

ORD record
ord-0ce7adbd0fa348aa9851195072310097
Source dataset
uspto-grants-1997_04
Patent number
US05624543

Reaction notes

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