Sulfuric Acid → HCID 18546485, compound

HRID 1596315Notes

Reaction equation

HRID 1596315 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH:14]=NC(C)C)=[C:4]([CH3:19])[CH:3]=1.[OH:20]S(O)(=O)=O>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([CH:14]=[O:20])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[C:4]([CH3:19])[CH:3]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 18546514HCID 18546514, compound

Product 1

HCID 18546485HCID 18546485, compound

Procedure

A solution of 20.36 g (79.8 mmol) (4′-fluro-2′-methyl-biphenyl-2-ylmethylene)-isopropyl-amine in 110 ml 4N H2SO4 was heated at reflux for 6 h. After cooling to RT, the solution was extracted twice with 150 ml CH2Cl2. The combined organic layers were dried (Na2SO4), filtered and evaporated. The residue was purified by chromatography (SiO2, CH2Cl2/hexane 1:1) to give 4′-fluoro-2′-methyl-biphenyl-2-carbaldehyde as a pale yellow oil.

Workup

  1. temperatureat reflux for 6 h
  2. extractionthe solution was extracted twice with 150 ml CH2Cl2
  3. dry with materialThe combined organic layers were dried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by chromatography (SiO2, CH2Cl2/hexane 1:1)

Sources & evidence

ORD record
ord-e36dbdc9b2c1479a919d923c37c75404
Source dataset
uspto-grants-2001_09
Patent number
US06291465B1

Reaction notes

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