Hydrochloric Acid → 4-(2,4,6-Trimethylphenyl)benzoic acid

HRID 1731777Notes

Reaction equation

HRID 1731777 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[C:10]1[CH:19]=[CH:18][C:13]([C:14]([O:16]C)=[O:15])=[CH:12][CH:11]=1.[OH-].[Li+].Cl>C(O)(C)C.O>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[C:10]1[CH:19]=[CH:18][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 13143477Methyl 2',4',6'-trimethyl[1,1'-biphenyl]-4-carboxylate

Product 1

HCID 227304674-(2,4,6-Trimethylphenyl)benzoic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

The compound from Example 9 part (a) (1.3 g) was dissolved in a mixture of isopropanol (15 mL) and water (8 mL). Lithium hydroxide (1.3 g) was added and the reaction mixture was refluxed. After 2 hours the solution was poured into 2N HCl and the product was extracted into ether. After drying the organic phase with MgSO4 and evaporation a white solid was obtained (1.15 g, 91%).

Workup

  1. temperaturethe reaction mixture was refluxed
  2. extractionthe product was extracted into ether
  3. customAfter drying the organic phase
  4. customwith MgSO4 and evaporation a white solid
  5. customwas obtained (1.15 g, 91%)

Sources & evidence

ORD record
ord-d2145a7a1e014b239e4c56642e7dd905
Source dataset
uspto-grants-1986_11
Patent number
US04623661

Reaction notes

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