Preparation Of Delta-Valerolactone And Its Derivant

δ-valerolactone and its derivants are important intermediates used in the preparation of fibre (polyester), pharmaceutical material and crop protection reagent. In this paper it was synthesized by cyclopentanone and urea-hydrogen peroxide(UHP) in the Baeyer-Villiger(BV) oxidation. Some factors were exaximed, such as the proportionment of the starting materials, the stability of UHP and its dryness mode, the sovlent, the reaction time, the reaction temperature and the catalyst. In the preparation of UHP, the optimal proportionment of peroxide hydrogen and urea was 2:1, NaH₂PO₄ could improve the steady of UHP and the freezing drying was a good method to increase the content of peroxide hydrogen in UHP.δ-valerolactone was synthesized by 1.4 mol UHP and 1mol cyclopentanone in the DMC at 40℃and Fe₂O₃ as catalyst. And the yield ofδ-valerolactone was 19.48% in the first day of the reaction.Due to the lower yield ofδ-valerolactone, it's important to study the whole course of the reaction of UHP and cyclopentanone. HPLC, IR and H-NMR were used to analyze the configuration of the products. The conclusion was that the first step was the release of H₂O₂ from UHP in DMC,δ-valerolactone was produced in the oxidation of cyclopentanone and UHP and some part ofδ-valerolactone reacted with urea which resulted in the descent of the yield ofδ-valerolactone.Thoughδ-valerolactone was synthesized by the chemical technology, but the biosynthesis was an attractive way to produceδ-valerolactone. In order to biosynthesizδ-valerolactone, fermentative culture media of Serratia marcescen was studied. Though cyclopentanone monooxygenase(CPMO) was not assayed, but cyclopentaone was decomposed to some extent in the coeffect of H₂O₂, acetic acid and the enzyme which was produced by Serratia marcescen and Serratia marcescen was incubated in the fermentative culture media in which cyclopentaone was the carbone source and peptone was the nitrogen source.The derivant ofδ-valerolactoneδ-valerolactam was used to synthesize the drugs with the annulet lactam. In this paper, the synthesis route of δ-valerolactam was cyclopentanone → cyclopentanone oxime →δ-valerolactam. The proportionment of the starting materials, the reaction temperature and the catalyst were examined. Cyclopentanone oxime was synthesized by 1 mol cyclopentaone and 1.2 mol hydroxylamine at 35℃ and sodium acetate as the catalyst. δ-valerolactam was synthesized in the Beckmann reaction of cyclopentanone oxime at 130℃ and the catalyst was 70% H₂SO₄. The yield of δ-valerolactam was 66.3%.