Application | 2-phenylfuran is a substituted furan. Furan is a kind of oxygen-containing five-membered heterocyclic compound, which is widely used and represents a kind of important molecular structure. This structure is widely found in natural products and drug molecules, and is often used as a synthetic building block for a variety of complex heterocyclic compounds. There are many homologs of furan, and these products are widely used, mostly as raw materials for new medicines, pesticides, fragrances and chemical additives. In particular, in recent years, foreign countries have developed a variety of new drugs containing furan rings, show good prospects for development. |
preparation | to a dry reaction flask was added dichloroditriphenyl Palladium phosphide (14mg,0.02mmol), cuprous iodide (1.9mg,0.01mmol), triethylamine (2ml), iodobenzene (204mg,1mmol), 3-butyne-1-ol (84mg,1.2mmol), reaction at 50 °c for 3 hours, the reaction was quenched with a 1:1 mixed solution of ethyl acetate and water, stirred for 0.5 hours, the aqueous layer was extracted with ether, the organic layer was combined, the organic layer was washed with saturated brine, anhydrous sodium sulfate was dried, filtered, spin-dried and flash column chromatography (mobile phase: petroleum ether/ethyl acetate = 10:1) to obtain the intermediate 4-phenyl-3-butyn-1-ol 134mg, the yield was 92%. To 4-phenyl-3-butyn-1-ol 73mg(0.5mmol) was added 5ml of dichloroethane and Dess-Martin Periodinane(318mg,0.75mmol), and the mixture was stirred at room temperature under nitrogen atmosphere for 1 hour, saturated sodium bicarbonate quenching reaction, ether extraction 3 times, saturated brine washing organic phase, anhydrous sodium sulfate drying, rapid column chromatography (mobile phase: petroleum ether), rotary evaporation to remove the solvent, A colorless liquid product, 2-phenylfuran (52mg), was obtained in a yield of 72%. |