Sulfuric Acid → HCID 59272356, compound

HRID 1970233Notes

Reaction equation

HRID 1970233 reaction equation
S(=O)(=O)(O)O.[Br:6][C:7]1[CH:23]=[CH:22][C:10]([O:11][C:12]2[CH:20]=[C:19]([CH3:21])[CH:18]=[CH:17][C:13]=2[C:14]([OH:16])=O)=[CH:9][CH:8]=1>>[Br:6][C:7]1[CH:8]=[CH:9][C:10]2[O:11][C:12]3[C:13](=[CH:17][CH:18]=[C:19]([CH3:21])[CH:20]=3)[C:14](=[O:16])[C:22]=2[CH:23]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 62702733HCID 62702733, compound

Product 1

HCID 59272356HCID 59272356, compound

Conditions

Temperature
80 °C

Procedure

Sulfuric acid (5 ml, 93 mmol) was added to 2-(4-bromophenoxy)-4-methylbenzoic acid (200 mg, 0.62 mmol) at rt. The reaction mixture was heated to 80° C. for 30 min. LCMS showed complete reaction. The reaction mixture was cooled to rt and poured over ice water. The gray suspension was filtered, and the gray solid was washed with water. The residue was dissolved in EtOAc, and washed w/Sat. NaCl. After concentration in vacuo, the brown solid was used without further purification. MS m/z=291.1 [M+H]+. Calc'd for C14H9BrO2: 289.1.

Workup

  1. customreaction
  2. temperatureThe reaction mixture was cooled to rt
  3. filtrationThe gray suspension was filtered
  4. washthe gray solid was washed with water
  5. dissolutionThe residue was dissolved in EtOAc
  6. washwashed w/Sat
  7. concentrationAfter concentration in vacuo
  8. customthe brown solid was used without further purification

Sources & evidence

ORD record
ord-66aaa58c70a3436eaed8c0c9542fa669
Source dataset
uspto-grants-2013_04
Patent number
US08426447B2

Reaction notes

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