반응 #8255

반응 방정식

3-(3-Fluoro-4-(4-methylimidazol-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one

Methanesulfonyl chloride

→

title product

수율 78.2%

3-(3-fluoro-4-(4-methylimidazol-1-yl)phenyl)-5(R)-methanesulfonyloxymethyloxazolidin-2-one

수율 78.2%

용매

pyridine

triethylamine

반응 조건

후처리

1. 1
   기타Solvent was evaporated
2. 2
   여과The precipitate was filtered
3. 3
   세척washed with water
4. 4
   건조isohexane, and dried
5. 5
   기타The residue was recrystallised from hot acetone (200 ml) by dilution with isohexane (300 ml)

실험 절차

3-(3-Fluoro-4-(4-methylimidazol-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one (11.8 g, 40.5 mM) was stirred in a mixture of pyridine (200 ml) and triethylamine (4.86 g, 48.2 mM) under nitrogen in an ice-bath. Methanesulfonyl chloride (5.16 g, 45 mM) was added dropwise, and the mixture stirrd for 2 hours, allowing the temperature to rise to ambient. Solvent was evaporated, and the residue stirred vigorously with a mixture of aqueous sodium bicarbonate (5%, 200 ml) and isohexane (200 ml). The precipitate was filtered, washed with water then isohexane, and dried. The residue was recrystallised from hot acetone (200 ml) by dilution with isohexane (300 ml) to give the title product (11.7 g), mp 151–153°.

출처