Thionyl Chloride → 2-Butylsulfanyl-3-chloromethyl-pyridine

HRID 62851Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 62851
[CH2:1]([S:5][C:6]1[C:11]([CH2:12]O)=[CH:10][CH:9]=[CH:8][N:7]=1)[CH2:2][CH2:3][CH3:4].O=S(Cl)[Cl:16]>CC#N>[CH2:1]([S:5][C:6]1[C:11]([CH2:12][Cl:16])=[CH:10][CH:9]=[CH:8][N:7]=1)[CH2:2][CH2:3][CH3:4]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 90118243(2-Butylsulfanyl-pyridin-3-yl)-methanol

Produkt 1

HCID 901182542-Butylsulfanyl-3-chloromethyl-pyridineAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

(2-Butylsulfanyl-pyridin-3-yl)-methanol (0.85 g, 4.3 mmol) obtained in Step B was dissolved in CH3CN (20 mL). SOCl2(0.63 mL, 8.6 mmol) was added thereto, and the mixture was stirred at room temperature for 2 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure to remove the solvent and then added with EtOAc. The organic layer was washed with water, dried with MgSO4, and concentrated under reduced pressure to obtain the title compound (0.77 g, 82%).

Aufarbeitung

  1. customAfter the termination of the reaction
  2. concentrationthe reactant was concentrated under reduced pressure
  3. customto remove the solvent
  4. additionadded with EtOAc
  5. washThe organic layer was washed with water
  6. dry with materialdried with MgSO4
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f598357ca08f44048df2f95cdeb323ea
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447044B2

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