Reaktion #85028

ord-d6770c83df914ad7bc6d1b64050071cf

Reaktionsgleichung

ClCCl.O
water dichloromethane
C1=COCCC1
3,4-dihydro-2H-pyran
Cc1ccc(S(=O)(=O)O)cc1
4-toluenesulphonic acid
COc1ccc(O)cn1
6-methoxypyridin-3-ol
COc1ccc(OC2CCCCO2)cn1
2-Methoxy-5-(tetrahydro-2H-pyran-2-yloxy)pyridine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionthe aqueous phase was extracted with dichloromethane
  2. 2
    TrocknenThe combined organic phases were dried (sodium sulphate)
  3. 3
    Filtrationfiltered
  4. 4
    Einengenconcentrated under reduced pressure

Vorschrift

10.1 g (119.9 mmol, 1.5 eq.) of 3,4-dihydro-2H-pyran and 1.4 g (8.0 mmol, 0.1 eq.) of 4-toluenesulphonic acid were added to a solution of 10.0 g (79.9 mmol) of 6-methoxypyridin-3-ol in 150 ml of dichloromethane, and the mixture was stirred at RT for 5 d. After addition of water/dichloromethane and phase separation, the aqueous phase was extracted with dichloromethane. The combined organic phases were dried (sodium sulphate), filtered and concentrated under reduced pressure. Yield: 17.3 g (100% of theory)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09434690B2uspto-grants-2016_09