Sulfuryl chloride → (4-Bromo-5-chlorothiophen-2-yl)methanol

HRID 2203058Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2203058
S(Cl)([Cl:4])(=O)=O.[Br:6][C:7]1[CH:8]=[C:9]([CH2:12][O:13][Si](C(C)(C)C)(C2C=CC=CC=2)C2C=CC=CC=2)[S:10][CH:11]=1>CC#N>[Br:6][C:7]1[CH:8]=[C:9]([CH2:12][OH:13])[S:10][C:11]=1[Cl:4]

Komponenten

4

Edukt 2

HCID 24648Sulfuryl chlorideHCID 59648532((4-Bromothiophen-2-yl)methoxy)(tert-butyl)diphenylsilane

Produkt 1

HCID 18341112(4-Bromo-5-chlorothiophen-2-yl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Sulfuryl chloride (0.6 ml) was added to a solution of ((4-bromothiophen-2-yl)methoxy)(tert-butyl)diphenylsilane (2.0 g) in CH3CN (20 ml) at room temperature. The mixture was stirred at room temperature overnight. The mixture was quenched with saturated sodium thiosulfate solution (40 ml) at room temperature and extracted with EtOAc. The organic layer was separated, washed with water and brine successively, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/EtOAc) to give the title compound (182 mg) as a brown oil.

Aufarbeitung

  1. customThe mixture was quenched with saturated sodium thiosulfate solution (40 ml) at room temperature
  2. extractionextracted with EtOAc
  3. customThe organic layer was separated
  4. washwashed with water and brine successively
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by silica gel column chromatography (hexane/EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-59cc299cf62c4757adc7d4a1dffb6d3d
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09365540B2

Notizen zur Reaktion

Wird geladen…