923163-76-2 → HCID 13519806, compound

HRID 653430Notes

Reaction equation

HRID 653430 reaction equation
[O:1]=[C:2]1[CH:11](CCC(O)=O)[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1>C(OC(=O)C)(=O)C>[CH2:10]1[C:9]2=[CH:8][CH:7]=[CH:6][C:5]3=[C:4]2[N:3]([C:2](=[O:1])[CH2:11][CH2:10]3)[C:2](=[O:1])[CH2:11]1

Participants

3

Reactant 1

HCID 16227583923163-76-2

Product 1

HCID 13519806HCID 13519806, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
100 °C

Procedure

1,2,3,4-Tetrahydro-2-oxo-3-quinolinepropanoic acid (2.1 g, 0.0096 mole) is dissolved in acetic anhydride (10 ml) and the solution is heated to 100° C. for one hour. Excess acetic anhydride is removed at reduced pressure and the residual anhydride is removed by addition of toluene and repeated concentration. The solid is recrystallized from ethyl acetate to yield pure 1,2,6,7-tetrahydro-3H,5H-benzo[ij]quinolizine-3,5-dione, mp 136°-140° C.

Workup

  1. customExcess acetic anhydride is removed at reduced pressure
  2. customthe residual anhydride is removed by addition of toluene
  3. concentrationconcentration
  4. customThe solid is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-f519d34ee95c48e08da8237f2541d28e
Source dataset
uspto-grants-1987_06
Patent number
US04677112

Reaction notes

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