Reaktion #83396

ord-03751012921c4d36a4cff78637b58504

Reaktionsgleichung

OCc1cccs1
2-thiophenemethanol
[H-].[Na+]
sodium hydride
Clc1cccc(Cl)n1
2,6-dichloropyridine
Clc1cccc(OCc2cccs2)n1
2-chloro-6-(2-thienylmethyloxy)pyridine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added
  2. 2
    SonstigeThe reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate
  3. 3
    WaschenThe obtained organic layer was washed with aqueous saturated sodium chloride
  4. 4
    Trocknendried over anhydrous sodium sulfate
  5. 5
    Einengenconcentrated
  6. 6
    Sonstigepurified on a silica gel column
  7. 7
    Sonstigeto obtain the end product

Vorschrift

To a solution containing 2-thiophenemethanol (1.5 g, 0.0135×1.0 mol) and sodium hydride (0.58 g, (ca.60% in mineral oil), 0.0135×1.1 mol) in tetrahydrofuran, 2,6-dichloropyridine (2.0 g, 0.0135 mol) was added and the resultant solution was refluxed for about 2 hours. The reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate. The obtained organic layer was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and thereafter, concentrated and purified on a silica gel column to obtain the end product.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05624942uspto-grants-1997_04