반응 #2167282

반응 방정식

Water

2-(5-(3-fluoro-benzyl)-furan-2-yl)-[1,3]dioxolane

2-(1,3-dioxolan-2-yl)furan

oxalic acid

→

title compound

수율 34.0%

5-(3-Fluoro-benzyl)-furan-2-carbaldehyde

수율 34.0%

용매

methanol

반응 조건

후처리

1. 1
   추출extracted with diethyl ether
2. 2
   세척the organic layer was sequentially washed with an aqueous solution of saturated sodium bicarbonate, water and brine
3. 3
   건조dried over anhydrous sodium sulfate
4. 4
   농축concentrated in vacuo
5. 5
   기타The resulting residue was purified by silica gel chromatography (hexane-ethyl acetate)

실험 절차

To a solution of a mixture of 2-(5-(3-fluoro-benzyl)-furan-2-yl)-[1,3]dioxolane and 2-(1,3-dioxolan-2-yl)furan (8033 mg) in methanol (80 mL) was added an aqueous solution of oxalic acid (22 g, 115 mmol) (80 mL), and the solution was stirred at room temperature for 1 hour. Water was added to the reaction mixture, which extracted with diethyl ether, the organic layer was sequentially washed with an aqueous solution of saturated sodium bicarbonate, water and brine, dried over anhydrous sodium sulfate, and then, concentrated in vacuo. The resulting residue was purified by silica gel chromatography (hexane-ethyl acetate), and the title compound (4084 mg, 20.0 mmol, 34%) was obtained.

출처