تفاعل #8134

معادلة التفاعل

2-Cyclopropyl-methyl-6-(3-fluoro-4-methoxyphenyl)-4-hydroxymethyl-2H-pyridazin-3-one

carbon tetrabromide

pyridine

triphenylphosphine

→

title compound

المردود 69.5%

4-bromomethyl-2-cyclopropylmethyl-6-(3-fluoro-4-methoxyphenyl)-2H-pyridazin-3-one

المردود 69.5%

المذيبات

tetrahydrofuran

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىfurther stirred overnight
2. 2
   أخرىat room temperature
3. 3
   ترشيحInsoluble materials were filtered off
4. 4
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
5. 5
   أخرىthe residue was isolated
6. 6
   أخرىpurified by column chromatography on silica gel (hexane/ethyl acetate=2/1)

الإجراء التجريبي

2-Cyclopropyl-methyl-6-(3-fluoro-4-methoxyphenyl)-4-hydroxymethyl-2H-pyridazin-3-one (185 mg, 0.61 mmol), carbon tetrabromide (404 mg, 1.2 mmol) and pyridine (48 mg, 0.61 mmol) were dissolved in tetrahydrofuran (3 mL), and under ice-cold stirring, a solution of triphenylphosphine (319 mg, 1.2 mmol) in tetrahydrofuran (3 mL) was added. Under ice cooling, the mixture was stirred for 1 hour, and further stirred overnight at room temperature. Insoluble materials were filtered off, the solvent was distilled off under reduced pressure, and the residue was isolated and purified by column chromatography on silica gel (hexane/ethyl acetate=2/1) to yield the title compound as a yellow powder (yield: 155 mg, 69.5%).

المصدر