Hydrochloric Acid → HCID 13921015, compound

HRID 653428Notes

Reaction equation

HRID 653428 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.[CH2:16]([OH:18])[CH3:17]>>[CH2:16]([O:18][C:2](=[O:14])[CH2:1][C:11]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:12]=1[NH:3][C:4](=[O:13])[CH2:5][CH2:6]2)[CH3:17]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 13519805HCID 13519805, compound

Product 1

HCID 13921015HCID 13921015, 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 ethanol (10 ml) is treated with a drop of concentrated hydrochloric acid. The mixture is refluxed 24 hours (or until the dione starting material 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 yield 1,2,3,4-tetrahydro-2-oxo-8-quinoline acetic acid ethyl ester.

Workup

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

Sources & evidence

ORD record
ord-69add52688034ba7a664b3bd90e6a363
Source dataset
uspto-grants-1987_06
Patent number
US04677112

Reaction notes

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