Acetone → 4-Ethynylphenol

Participants

Reaction Steps

50.0 g of the resin synthesized in Reference Example 10 was dissolved in 500 ml of acetone. After adding 10.8 g of potassium carbonate, 2.2 g of potassium iodide and 9.8 g of tert-butylchloroacetate, the solution thus obtained was refluxed for 10 hours. After filtration of the reaction solution, 1 l of methylisobutylketone was mixed to the resin solution thus obtained, and the resulting solution was washed three times with 500 ml of ion-exchange water. The methylisobutylketone was distilled out under reduced pressure to obtain hydrogenated poly(p-vinylphenol), wherein 8% of the hydroxyl groups were ethyletherified and 16% of the hydroxyl groups were tert-butoxycarbonylmethyletherified. The weight average molecular weight of this resin is 10,600 and its molecular weight distribution is 2.28.

Provenance & Evidence