HCID 13603776, compound → HCID 13519806, compound

HRID 371329Notes

Reaction equation

HRID 371329 reaction equation
[O:1]=[C:2]1[CH2:11][CH2:10][C:9]2[C:4](=[C:5]([CH2:12][CH2:13][C:14]([OH:16])=O)[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:14](=[O:16])[CH2:13][CH2:12]3)[C:2](=[O:1])[CH2:11]1

Participants

3

Reactant 1

HCID 13603776HCID 13603776, compound

Product 1

HCID 13519806HCID 13519806, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
100 °C

Procedure

The 1,2,3,4-tetrahydro-2-oxo-8-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-1bc72a23967b432b9070c69f03c718ca
Source dataset
uspto-grants-1985_07
Patent number
US04530929

Reaction notes

Loading…