Hydrochloric Acid → HCID 12802696, compound

HRID 1390299Notes

Reaction equation

HRID 1390299 reaction equation
[CH3:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][N:7]2[C:16]3[C:11](=[CH:12][C:13]([CH3:17])=[CH:14][CH:15]=3)[C:10]([CH:18]([CH3:24])[C:19]([O:21]CC)=[O:20])=[CH:9][C:8]2=[O:25])=[CH:4][CH:3]=1.[OH-].[K+].O.Cl>C(O)C>[CH3:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][N:7]2[C:16]3[C:11](=[CH:12][C:13]([CH3:17])=[CH:14][CH:15]=3)[C:10]([CH:18]([CH3:24])[C:19]([OH:21])=[O:20])=[CH:9][C:8]2=[O:25])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 20375628HCID 20375628, compound

Product 1

HCID 12802696HCID 12802696, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl α-[1-(4-methylbenzyl)-6-methyl-1,2-dihydro-2-oxoquinol-4-yl]propionate (0.1 g.) in ethanol (2.0 ml.), containing potassium hydroxide (0.07 g.) and water (0.2 ml.), was heated under reflux for 2 hours. The ethanol was then removed in vacuo and the residue was dissolved in water (10 ml.). The solution obtained was acidified, by addition of 5N-hydrochloric acid, to give a creamy solid, which was separated by filtration, washed with water and air dried to give α-[1-(4-methylbenzyl)-6-methyl-1,2-dihydro-2-oxoquinol-4-yl]propionic acid, 0.08 g., m.p. 188°-190° C., (m.p. 193°-194° C., after recrystallisation from ethanol).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. customThe ethanol was then removed in vacuo
  4. dissolutionthe residue was dissolved in water (10 ml.)
  5. customThe solution obtained
  6. customto give a creamy solid, which
  7. customwas separated by filtration
  8. washwashed with water and air
  9. customdried

Sources & evidence

ORD record
ord-b4458786799947018142532703722a50
Source dataset
uspto-grants-1979_02
Patent number
US04138490

Reaction notes

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