Reaktion #74055

ord-33faaedd48f7453eb4ab9c9cee59c6c7

Reaktionsgleichung

Cl
HCl
CCOC(=O)C(C)(C)Br
ethyl-2-bromoisobutyrate
Sc1ncccc1Br
3-bromopyridine-2-thiol
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
CCOC(=O)C(C)(C)Sc1ncccc1Br
ethyl 2-(3-bromopyridin-2-ylthio)-2-methylpropanoate
Ausbeute 89.1%

Lösungsmittel

Reaktionsbedingungen

Temperatur
70°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ethyl acetate
  2. 2
    TrocknenThe organic layer was dried over Mg2SO4
  3. 3
    Einengenconcentrated
  4. 4
    Sonstigepurified by chromatography

Vorschrift

A mixture of 3-bromopyridine-2-thiol (189 mg, 1 mmol), ethyl-2-bromoisobutyrate (390 mg, 2 mmol) and sodium carbonate (159 mg, 1.5 mmol) in DMF (2 mL) was heated to 70° C. for 1 hour. The reaction mixture was neutralized with HCl aq. 1M and extracted with ethyl acetate. The organic layer was dried over Mg2SO4, concentrated and purified by chromatography to yield ethyl 2-(3-bromopyridin-2-ylthio)-2-methylpropanoate (0.271 g, 89%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08541589B2uspto-grants-2013_09