Potassium Hydroxide → HCID 21390348, compound

HRID 462044Notes

Reaction equation

HRID 462044 reaction equation
[OH-:1].[K+].[CH2:3]([N:5]1[C:15]2[C:10](=[C:11]([OH:16])[CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8][C:6]1=[O:7])[CH3:4]>CO>[CH2:3]([N:5]1[C:15]2[C:10](=[C:11]([O:16][CH2:10][CH:11]([OH:16])[CH2:12][OH:1])[CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8][C:6]1=[O:7])[CH3:4]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 132946701-Ethyl-5-hydroxy-3,4-dihydroquinolin-2(1H)-one

Product 1

HCID 21390348HCID 21390348, compoundYield 52.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.0 g of potassium hydroxide was dissolved in 80 ml of methanol, and 5.2 g of 1-ethyl-5-hydroxy-3,4-dihydrocarbostyril and 5.0 g of glycerol α-bromohydrin were added to the resulting solution followed by refluxing the mixture for 4 hours. The mixture was then worked up in the same manner as described in Example 1 to obtain a residue after removal of the chloroform by distillation. The residue thus obtained was recrystallized from ethyl acetate to give 1.9 g of 1-ethyl-5-(2,3-dihydroxy)propoxy-3,4-dihydrocarbostyril as a colorless amorphous solid having a melting point of 105° - 107° C.

Workup

  1. temperatureby refluxing the mixture for 4 hours
  2. customto obtain a residue
  3. customafter removal of the chloroform
  4. distillationby distillation
  5. customThe residue thus obtained
  6. customwas recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-d7b209a072d44abcb06dd960e156fb08
Source dataset
uspto-grants-1977_12
Patent number
US04065456

Reaction notes

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