反应详情

{4-[(1,5-dimethylhexyl)oxy]butyl}-1,3-dioxolane (1.4 g, 43% pure by GC RPA, 3.9 mmol), acetic acid (10 mL), tetrahydrofuran (16 mL) and water (20 mL) were added to a 100 mL three-necked flask fitted with thermocouple, magnetic stirrer and condenser. The reaction mixture was refluxed for 2 hrs, cooled and saturated sodium carbonate (150 mL) added. The crude reaction mixture was extracted with hexane (4×100 mL), the combined organic phase dried over magnesium sulphate, filtered and the solvent removed in vacuo. The crude product was chromatographed over silica gel (hexane/methyltert-butyl ether) to yield pure 5-[(1,5-dimethylhexyl)oxy]pentanal as a colourless oil (0.22 g, 1.02 mmol, chemical yield 26%).

1. customfitted with thermocouple, magnetic stirrer and condenser
2. temperatureThe reaction mixture was refluxed for 2 hrs
3. temperaturecooled
4. customThe crude reaction mixture
5. extractionwas extracted with hexane (4×100 mL)
6. dry with materialthe combined organic phase dried over magnesium sulphate
7. filtrationfiltered
8. customthe solvent removed in vacuo
9. customThe crude product was chromatographed over silica gel (hexane/methyltert-butyl ether)