Water → (6-Sec-butylsulfanyl-pyridin-2-yl)-methanol

HRID 62840Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 62840
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([S:12][CH:13]([CH2:15][CH3:16])[CH3:14])[N:7]=1)=O)C.[Li+].[BH4-].O>C1COCC1>[CH:13]([S:12][C:8]1[N:7]=[C:6]([CH2:4][OH:3])[CH:11]=[CH:10][CH:9]=1)([CH2:15][CH3:16])[CH3:14]

Komponenten

5

Edukt 3

HCID 962WaterHCID 4148881Lithium borohydrideHCID 901182566-Sec-butylsulfanyl-pyridine-2-carboxylic acid ethyl ester

Produkt 1

HCID 90118289(6-Sec-butylsulfanyl-pyridin-2-yl)-methanolAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

6-sec-Butylsulfanyl-pyridine-2-carboxylic acid ethyl ester (0.17 g, 0.71 mmol) obtained in Step A was dissolved in anhydrous THF (3 mL). 2.0 M LiBH4 solution (0.5 mL, 1.0 mmol) was added thereto, and the mixture was stirred at 40° C. for 1 hour. After the termination of the reaction, the reactant was cooled to room temperature. The reactant was added with water and then extracted with EtOAc. The organic layer was separated, dried with MgSO4, and concentrated under reduced pressure to obtain the title compound (0.126 g, 90%).

Aufarbeitung

  1. customAfter the termination of the reaction
  2. temperaturethe reactant was cooled to room temperature
  3. extractionextracted with EtOAc
  4. customThe organic layer was separated
  5. dry with materialdried with MgSO4
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0c405c0f80fc440a97b9ac682ac47e2a
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447044B2

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