Water → HCID 13392135, compound

HRID 1284908Notes

Reaction equation

HRID 1284908 reaction equation
[OH-].[K+].[OH:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][C:8](=[O:14])[NH:9]2.Br[CH2:16][CH2:17][OH:18].O>CO>[OH:18][CH2:17][CH2:16][O:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][C:8](=[O:14])[NH:9]2

Participants

6

Reactant 4

HCID 962WaterHCID 108982-BromoethanolHCID 14797Potassium HydroxideHCID 1691533,4-Dihydro-5-hydroxy-2(1H)-quinolinone

Product 1

HCID 13392135HCID 13392135, compoundYield 16.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4.2 Grams of potassium hydroxide were dissolved in 200 ml of methanol, then 10 g of 5-hydroxy-3,4-dihydrocarbostyril were added thereto. Next, 10 g of 2-bromoethanol were added dropwise thereto under refluxing conditions. The reaction mixture was further refluxed for 4 hours, then was concentrated. To the residue thus obtained was added water, and the insoluble matter was collected by filtration, and was washed with water, then recrystallized from methanol to yield 2.1 g of 5-(2-hydroxyethoxy)-3,4-dihydrocarbostyril in the form of colorless needle-like crystals. Melting point: 176°-178° C.

Workup

  1. temperatureThe reaction mixture was further refluxed for 4 hours
  2. concentrationwas concentrated
  3. customTo the residue thus obtained
  4. filtrationthe insoluble matter was collected by filtration
  5. washwas washed with water
  6. customrecrystallized from methanol

Sources & evidence

ORD record
ord-7fa08bff3e9b49fcb7b36d9ea4837d81
Source dataset
uspto-grants-1986_01
Patent number
US04564619

Reaction notes

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