Potassium Carbonate → 4-Hydroxy-6-mesyl-4,5,6,7-tetrahydro thieno[2,3-c]pyridine

HRID 2413129Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2413129
Cl.[OH:2][CH:3]1[CH2:8][NH:7][CH2:6][C:5]2[S:9][CH:10]=[CH:11][C:4]1=2.C(=O)([O-])[O-].[K+].[K+].[CH3:18][S:19](Cl)(=[O:21])=[O:20]>C(Cl)(Cl)Cl>[OH:2][CH:3]1[CH2:8][N:7]([S:19]([CH3:18])(=[O:21])=[O:20])[CH2:6][C:5]2[S:9][CH:10]=[CH:11][C:4]1=2

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 31297Methanesulfonyl chlorideHCID 123370244,5,6,7-Tetrahydrothieno[2,3-c]pyridin-4-ol;hydrochloride

Produkt 1

HCID 543441984-Hydroxy-6-mesyl-4,5,6,7-tetrahydro thieno[2,3-c]pyridineAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

To a mixture of 4-hydroxy-4,5,6,7-tetrahydro-thieno-[2,3-c]pyridine hydrochloride (50 g; 0.26 mole), chloroform (200 ml) and saturated aqueous potassium carbonate solution (100 ml) is added dropwise a solution of methanesulfonyl chloride (30 g; 0.26 mole) in chloroform (50 ml), at room temperature and with vigorous mechanical stirring. Stirring is continued a further 2 hours at room temperature. After decantation, the chloroform phase is washed with dilute hydrochloric acid, then with water, and is dried over anhydrous sodium sulfate. Evaporation of the solvent, in vacuo, leaves crystals which are recrystallized from methanol. Light brown crystals; M.p.=140° C. (methanol); Yield: 76%.

Aufarbeitung

  1. customat room temperature
  2. washAfter decantation, the chloroform phase is washed with dilute hydrochloric acid
  3. dry with materialwith water, and is dried over anhydrous sodium sulfate
  4. customEvaporation of the solvent
  5. customin vacuo, leaves crystals which
  6. customare recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-56517607782d415fbf62b84c9158e6f3
Quelldatensatz
uspto-grants-1985_01
Patentnummer
US04496568

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