Hydrochloric Acid → HCID 20194689, compound

HRID 653429Notes

Reaction equation

HRID 653429 reaction equation
[CH2:1]1[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[CH2:6][CH2:5][C:4](=[O:13])[N:3]3[C:2]1=[O:14].Cl.[OH2:16]>>[O:13]=[C:4]1[CH2:5][CH2:6][C:7]2[C:12](=[C:11]([CH2:1][C:2]([OH:14])=[O:16])[CH:10]=[CH:9][CH:8]=2)[NH:3]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 13519805HCID 13519805, compound

Product 1

HCID 20194689HCID 20194689, compound

Procedure

A solution of 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2,4(1H)-dione (1.87 g, 0.01 mole) in water (10 ml) is treated with a drop of concentrated hydrochloric acid. The mixture is refluxed 24 hours (or until the starting dione can no longer be detected by thin layer chromatography). The solution is cooled, and concentrated at reduced pressure. The product is purified by flash chromatography to vield 1,2,3,4-tetrahydro-2-oxo-8-quinoline acetic acid.

Workup

  1. temperatureThe mixture is refluxed 24 hours (or until the starting dione
  2. temperatureThe solution is cooled
  3. concentrationconcentrated at reduced pressure
  4. customThe product is purified by flash chromatography

Sources & evidence

ORD record
ord-de10cc6051004dd697bcccdcca8177f4
Source dataset
uspto-grants-1987_06
Patent number
US04677112

Reaction notes

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