Hydrochloric Acid → Methyl 5-cyano-2-methylbenzoate

HRID 232869

Reaktionsgleichung

Reaktionsgleichung von HRID 232869
Br[C:2]1[CH:3]=[C:4]([C:9]([O:11][CH3:12])=[O:10])[C:5]([CH3:8])=[CH:6][CH:7]=1.O.Cl.[CH3:15][N:16](C)C=O>>[C:15]([C:2]1[CH:3]=[C:4]([C:9]([O:11][CH3:12])=[O:10])[C:5]([CH3:8])=[CH:6][CH:7]=1)#[N:16]

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6228DimethylformamideHCID 316201Methyl 5-bromo-2-methylbenzoate

Produkt 1

HCID 9989736Methyl 5-cyano-2-methylbenzoate

Versuchsvorschrift

0.5 g of cuprous cyanide was added to 1 g of methyl 4-bromo-o-toluate obtained in Reference example 18 dissolved in 0.7 ml of dimethylformamide and the mixture was refluxed under heating for 6 hours. Then, to the reaction mixture were added 2.6 ml of water, 0.5 ml of conc. hydrochloric acid and 1.75 g of ferric chloride and the mixture was stirred at 60° to 70° C. for 30 minutes. After the reaction mixture was extracted with ethyl acetate, the organic layer was washed with a saturated saline solution and dried over anhydrous sodium sulfate. The solvent was removed from the solution to obtain 0.76 g of the title compound.

Aufarbeitung

  1. customobtained in Reference example 18
  2. temperaturethe mixture was refluxed
  3. temperatureunder heating for 6 hours
  4. extractionAfter the reaction mixture was extracted with ethyl acetate
  5. washthe organic layer was washed with a saturated saline solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was removed from the solution

Quellen und Nachweise

ORD-Eintrag
ord-0a46ed268c724a50bce1ceb17529e8a6
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591752

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