Acetone → HCID 20257392, compound

HRID 1583941Notes

Reaction equation

HRID 1583941 reaction equation
[CH3:1][C:2]1([CH3:18])[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH:12]([CH3:17])[C:13]([O:15][CH3:16])=[O:14])[CH:8]=2)[NH:3]1.[CH3:19]C(C)=O.C(=O)([O-])[O-].[K+].[K+].CI>CCOCC>[CH3:19][N:3]1[C:4]2[C:9](=[CH:8][C:7]([CH:12]([CH3:17])[C:13]([O:15][CH3:16])=[O:14])=[CH:6][CH:5]=2)[CH:10]=[CH:11][C:2]1([CH3:18])[CH3:1]

Participants

6

Reactant 4

HCID 180AcetoneHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 20257367HCID 20257367, compound2×

Product 1

HCID 20257392HCID 20257392, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.9 g of methyl 2-(1,2-dihydo-2,2-dimethylquinolin-6-yl)propionate (Compound 7) were added to 40 ml of acetone. 2.0 g of potassium carbonate and 2.0 ml of methyl iodide were added to the solution, and the mixture was heated and refluxed for 17 hours. After the mixture was cooled, the mixture was diluted with ether. Then the precipitate was filtered off, and the solvent was distilled off to give 1.9 g of methyl 2-(1,2-dihydro-1,2,2-trimethylquinolin-6-yl)propionate (Compound 16).

Workup

  1. temperaturethe mixture was heated
  2. temperaturerefluxed for 17 hours
  3. temperatureAfter the mixture was cooled
  4. filtrationThen the precipitate was filtered off
  5. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-1244b0eecf224e479ec5d7b21c8b4819
Source dataset
uspto-grants-1985_11
Patent number
US04555513

Reaction notes

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