Triethylamine → HCID 19591478, Verbindung

HRID 849380Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 849380
O[CH2:2][C:3]1[CH:4]=[C:5]([C:13]([O:15][CH3:16])=[O:14])[C:6](=[CH:11][CH:12]=1)[C:7]([O:9][CH3:10])=[O:8].CS(Cl)(=O)=O.[CH2:22]([N:24](CC)CC)C>C(OCC)(=O)C>[C:22]([CH2:2][C:3]1[CH:4]=[C:5]([C:13]([O:15][CH3:16])=[O:14])[C:6](=[CH:11][CH:12]=1)[C:7]([O:9][CH3:10])=[O:8])#[N:24]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22345632Dimethyl 4-hydroxymethylphthalate

Produkt 1

HCID 19591478HCID 19591478, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

1.30 g of dimethyl 4-hydroxymethylphthalate was dissolved in 15 ml of ethyl acetate, and 0.58 ml of methanesulfonyl chloride and 1.55 ml of triethylamine were added under cooling with ice with stirring, followed by stirring at room temperature overnight. Insoluble matters were filtered off, and then, the solvent was distilled off under reduced pressure. The residue was dissolved in 13 ml of dimethylformamide, and then, 0.54 g of sodium cyanide was added, followed by stirring at room temperature for 3 hours. The reaction solution was extracted by an addition of ethyl ether and water, and the organic layer was post-treated in accordance with a usual method. Then, the product was purified by silica gel column chromatography (hexane/ethyl acetate=2/1) to obtain 0.78 g of the above identified compound as a colorless oily substance.

Aufarbeitung

  1. temperatureunder cooling with ice
  2. stirringby stirring at room temperature overnight
  3. filtrationInsoluble matters were filtered off
  4. distillationthe solvent was distilled off under reduced pressure
  5. dissolutionThe residue was dissolved in 13 ml of dimethylformamide
  6. addition0.54 g of sodium cyanide was added
  7. stirringby stirring at room temperature for 3 hours
  8. extractionThe reaction solution was extracted by an addition of ethyl ether and water
  9. additionthe organic layer was post-treated in accordance with a usual method
  10. customThen, the product was purified by silica gel column chromatography (hexane/ethyl acetate=2/1)
  11. customto obtain 0.78 g of the

Quellen und Nachweise

ORD-Eintrag
ord-7643ca17232348899c526ac3adc62518
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06011174

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