Reaktion #1070008

Reaktionsgleichung

ammonium chloride

sodium borohydride

2-[2-(2-chlorophenyl)ethyl]-6-(4-fluoro-3-methylphenyl)-4-methoxycarbonyl-2H-pyridazin-3-one

cerium(III) chloride hexahydrate

→

title compound

Ausbeute 11.0%

2-[2-(2-chlorophenyl)ethyl]-6-(4-fluoro-3-methylphenyl)-4-hydroxymethyl-2H-pyridazin-3-one

Ausbeute 11.0%

Lösungsmittel

THF methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with ethyl acetate
2. 2
   TrocknenThe extract was dried over anhydrous sodium sulfate
3. 3
   Einengenconcentrated under reduced pressure
4. 4
   Sonstigepurified by chromatography on a silica gel (hexane/ethyl acetate=2/1)

Vorschrift

To a solution of 2-[2-(2-chlorophenyl)ethyl]-6-(4-fluoro-3-methylphenyl)-4-methoxycarbonyl-2H-pyridazin-3-one (480 mg, 1.20 mmol) in THF/methanol (2 mL/1 mL), cerium(III) chloride hexahydrate (425 mg, 1.20 mmol) was added at −15° C., followed by the addition of sodium borohydride (45 mg, 1.20 mmol). After stirred for 10 minutes, a saturated aqueous solution of ammonium chloride was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, concentrated under reduced pressure, and then, purified by chromatography on a silica gel (hexane/ethyl acetate=2/1) to yield the title compound as a pale-yellow, syrupy substance (yield: 11.0%).

Quelle