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Paper | Regular issue | Vol 36, No. 4, 1993, pp.743-749
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6217
Photochemical Fries Rearrangement of N-Phenyl-2-pyrrolidone

Shunsaku Ohta,* Atsunori Sano, Masayuki Yamashita, and Masao Okamoto

*Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan


Photochemical Fries rearrangement of 1-phenyl-2-pyrrolidone (1) proceeded smoothly in methanol especially in the presence of piperylene. Continuous photo-irradiation of 1 successfully was carried out to raise the yield by utilizing a reaction mixturecirculation system consisting of a spiral quartz cell, a pump, a uv light source and a column packed with appropriate absorbents for the Fries rearranged product (3) and pigments.