Reaktion #1558862

ord-933c4e871b9b4fc18f90e8b5eb4b68b1

Reaktionsgleichung

COc1ccc(O)cn1
6-methoxypyridin-3-ol
O=C([O-])[O-].[K+].[K+]
K2CO3
COCBr
bromomethyl methyl ether
COCOc1ccc(OC)nc1
2-methoxy-5-(methoxymethoxy)pyridine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe reaction mixture was filtered
  2. 2
    Einengenthe filtrate was concentrated
  3. 3
    SonstigeThe residue was purified on silica gel with 25% EtOAc/hexanes as eluent

Vorschrift

To a mixture of 6-methoxypyridin-3-ol (25 g, 0.2 mol) and K2CO3 (82.8 g, 0.6 mol) in DMF (250 mL) was added bromomethyl methyl ether (30 g, 0.24 mmol) slowly at rt for a period of 1 h. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified on silica gel with 25% EtOAc/hexanes as eluent to give 2-methoxy-5-(methoxymethoxy)pyridine (20 g, 59%) as a colorless oil. LRMS (M+H+) m/z 170.1

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09012450B2uspto-grants-2015_04