Acetone → 4-Ethynylphenol

Participants

Reaction Steps

50.0 g of the resin synthesized in Reference Example 12 was dissolved in 500 ml of acetone. After adding 9.5 g of potassium carbonate, 1.9 g of potassium iodide and 8.6 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 poly(p-vinylphenol), wherein 8% of the hydroxyl groups were ethyletherified and 14% of the hydroxyl groups were tert-butoxycarbonylmethyletherified. The weight average molecular weight of this resin is 14,800 and its molecular weight distribution is 1.28.

Provenance & Evidence