Potassium Hydroxide → 3-Benzoyl-4,5-dimethylthiophene-2-carboxylic acid

HRID 51229Notes

Reaction equation

HRID 51229 reaction equation
CN[C:3]([C:5]1[S:6][C:7]([CH3:19])=[C:8]([CH3:18])[C:9]=1[C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:4].[OH-:20].[K+]>CO.O>[C:10]([C:9]1[C:8]([CH3:18])=[C:7]([CH3:19])[S:6][C:5]=1[C:3]([OH:20])=[O:4])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 110439513-Benzoyl-4,5-dimethylthiophene-2-carboxylic acid methylamide

Product 1

HCID 118213443-Benzoyl-4,5-dimethylthiophene-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

A solution of 16a (0.281 g, 1.03 mmole) in methanol-water 1:1 containing 10% KOH was heated at reflux for 12 hours, neutralized and extracted with ethyl acetate. The solid after evaporation was crystallized from ethanol. Yield 0.19 g, 71%.

Workup

  1. temperatureat reflux for 12 hours
  2. extractionextracted with ethyl acetate
  3. customThe solid after evaporation
  4. customwas crystallized from ethanol

Sources & evidence

ORD record
ord-e4500b562298474d8b083b3d1e1b340c
Source dataset
uspto-grants-2004_03
Patent number
US06713638B2

Reaction notes

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