Water → HCID 20563621, compound

HRID 1154933Notes

Reaction equation

HRID 1154933 reaction equation
C([O:3][C:4]([CH2:6][O:7][C:8]1[CH:17]=[CH:16][C:15]([Br:18])=[C:14]2[C:9]=1[CH2:10][CH2:11][C:12](=[O:19])[NH:13]2)=[O:5])C.O.[OH-].[K+]>C(O)C>[C:4]([CH2:6][O:7][C:8]1[CH:17]=[CH:16][C:15]([Br:18])=[C:14]2[C:9]=1[CH2:10][CH2:11][C:12](=[O:19])[NH:13]2)([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 20563546HCID 20563546, compound

Product 1

HCID 20563621HCID 20563621, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.6 Grams of 5-ethoxycarbonylmethoxy-8-bromo-3,4-dihydrocarbostyril is dissolved in 150 ml of ethanol, and to this solution is added a 50 ml water solution of 5 g of potassium hydroxide, and the mixture is refluxed for 5 hours. The solvent is distilled off and the residue is dissolved in water and then made acidic with hydrochloric acid. The precipitate is filtered out and recrystallized from aqueous ethanol to obtain 2.5 g of 5-carboxymethoxy-8-bromo-3,4-dihydrocarbostyril in the form of colorless needle-like crystals, m.p., 255°-256° C. (decomposed).

Workup

  1. temperaturethe mixture is refluxed for 5 hours
  2. distillationThe solvent is distilled off
  3. dissolutionthe residue is dissolved in water
  4. filtrationThe precipitate is filtered out
  5. customrecrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-4eb0da5378fd402d8b4a11253c0c0c42
Source dataset
uspto-grants-1981_11
Patent number
US04298739

Reaction notes

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