Water → HCID 21445368, compound

HRID 1287873Notes

Reaction equation

HRID 1287873 reaction equation
[CH2:1]([CH:3]1[CH2:12][CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4]1)[CH3:2].C([O:15][CH:16]=[C:17]([C:23](OCC)=O)[C:18]([O:20]CC)=[O:19])C.O>[OH-].[Na+]>[CH2:1]([CH:3]1[N:4]2[C:5]3[C:6](=[CH:7][CH:8]=[CH:9][C:10]=3[CH2:11][CH2:12]1)[C:16](=[O:15])[C:17]([C:18]([OH:20])=[O:19])=[CH:23]2)[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 6871Diethyl (ethoxymethylene)malonateHCID 14299241HCID 14299241, compound

Product 1

HCID 21445368HCID 21445368, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent2×

Conditions

Temperature
115 °C

Procedure

Following the procedure set forth in Example 1, 2-ethyltetrahydroquinoline is mixed with diethyl ethoxymethylenemalonate and heated to 125° to 130° C. for 2 hours. Polyphosphoric acid is added, and the mixture is heated at 115° C. for 1 hour. The mixture is poured into water, neutralized with 40 percent sodium hydroxide, and the product is isolated and saponified in 10 percent sodium hydroxide solution. The solution is neutralized, and the solid product, 6,7-dihydro-5-ethyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, is isolated by filtration.

Workup

  1. temperatureheated to 125° to 130° C. for 2 hours
  2. customthe product is isolated

Sources & evidence

ORD record
ord-801cfc3106be4b07ab83e2d74efcbfc9
Source dataset
uspto-grants-1976_10
Patent number
US03985882

Reaction notes

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