Hydrochloric Acid → [5-(2-Ethoxyethoxy)-2-pyridyl]acetone

HRID 1086249Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1086249
C([Li])CCC.[CH2:6]([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([CH3:18])=[N:16][CH:17]=1)[CH3:7].CN(C)[C:21](=[O:23])[CH3:22].Cl>CCCCCC.O1CCCC1>[CH2:6]([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:18][C:21](=[O:23])[CH3:22])=[N:16][CH:17]=1)[CH3:7]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 31374DimethylacetamideHCID 150671045-(2-Ethoxyethoxy)-2-methylpyridineHCID 178418339Butyllithium

Produkt 1

HCID 15067111[5-(2-Ethoxyethoxy)-2-pyridyl]acetone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel3×HCID 8058HexaneLösungsmittel

Versuchsvorschrift

2.5 ml of a 2.5 M solution of n-butyllithium in hexane are added dropwise at 5° C. to a solution of 1 g (5.5 mmol) of 5-(2-ethoxyethoxy)-2-methylpyridine in 20 ml of tetrahydrofuran. The mixture is stirred at 0°-5° C. for 10 minutes and then 530 mg (6 mmol) of N,N-dimethylacetamide dissolved in a little tetrahydrofuran are added. After stirring at room temperature for 90 minutes, the pH is adjusted to 5 with dilute hydrochloric acid and the tetrahydrofuran is stripped off. The residue is extracted with ethyl acetate, and the organic phase is dried with sodium sulphate and evaporated. Yield: 580 mg (47% of theory), content according to GC/MS: 75%.

Aufarbeitung

  1. additionare added
  2. stirringAfter stirring at room temperature for 90 minutes
  3. extractionThe residue is extracted with ethyl acetate
  4. dry with materialthe organic phase is dried with sodium sulphate
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-c33e8bb245504f4dae515bdc12f81a24
Quelldatensatz
uspto-grants-1991_07
Patentnummer
US05028617

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