Reaktion #93239

Reaktionsgleichung

Diethyl ether

Potassium tert. butoxide

5-acetoxy-12H-benzo[a]phenothiazine

methyl iodide

→

5-methoxy-12-methyl-12H-benzo[a]phenothiazine

Lösungsmittel

brine

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled with an ice-bath
2. 2
   SonstigeThe ether layer was decanted
3. 3
   Waschenwashed with brine
4. 4
   Sonstigedried
5. 5
   Sonstigeevaporated to dryness
6. 6
   SonstigeThe resulting oily residue was chromatographed on silica gel (10% EtOAc/hexane)

Vorschrift

Potassium tert. butoxide (1.3 gm) was added to a solution of 5-acetoxy-12H-benzo[a]phenothiazine (from Example 1) (2.0 gm) and methyl iodide (4 ml) in DMF (20 ml). The reaction mixture was cooled with an ice-bath and stirred for 15 minutes. Diethyl ether (100 ml) was added to the reaction mixture followed by brine (100 ml). The ether layer was decanted, washed with brine, dried and evaporated to dryness. The resulting oily residue was chromatographed on silica gel (10% EtOAc/hexane) to afford 5-methoxy-12-methyl-12H-benzo[a]phenothiazine.

Quelle