5-(1,3-Benzothiazol-2-yl)pentanoic acid → Methyl 5-(1,3-benzothiazol-2-yl)pentanoate

HRID 478738Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 478738
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15].Cl.[CH3:18]O>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH3:18])=[O:15]

Komponenten

3

Edukt 2

HCID 19714935-(1,3-Benzothiazol-2-yl)pentanoic acidHCID 21893726Hydrochloride methanol

Produkt 1

HCID 18002644Methyl 5-(1,3-benzothiazol-2-yl)pentanoateAusbeute 67 %

Versuchsvorschrift

A solution of 5-(2-benzothiazolyl)pentanoic acid (1.54 g, 6.5 mmol, prepared according to the procedure of Example 12 in JP, A, 8-208631 (1996)) in hydrochloric acid-methanol (40 ml) was stirred at room temperature overnight, and evaporated. The residue was dissolved in chloroform, and washed with saturated aqueous sodium hydrogen carbonate. The organic layer was dried over anhydrous magnesium sulfate, evaporated, and purified through flash column chromatography to give methyl 5-(2-benzothiazolyl)pentanoate (1.08 g, 67%).

Aufarbeitung

  1. customevaporated
  2. dissolutionThe residue was dissolved in chloroform
  3. washwashed with saturated aqueous sodium hydrogen carbonate
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customevaporated
  6. custompurified through flash column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-6ea897a685174315ac633287610bf07e
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06642250B2

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