PROBLEM TO BE SOLVED: To obtain the subject new compound for the aphanorphine used as a medicine, especially a narcotic. ;SOLUTION: This compound is expressed by formula I and a compound of formula II, for example, 4-(m-methoxyphenyl)-4-methyl-cyclopent-2-enone. The compound of formula I (R is C1) is obtained by reacting a compound of formula III with a Grignard reagent and subsequently thermally subjecting the obtained 1,4-adduct compound to a reverse Diels-Alder reaction. The compound of formula II (R is C1) is obtained by oxidizing the compound of formula I with hydrogen peroxide, treating the obtained oxirane compound with hydrazine, oxidizing the hydroxyl group with chromic acid pyridine hydrochloride, hydrogenating the double bond of the obtained ketone compound in the presence of palladium-carbon catalyst, α-formylating the obtained compound preferably with sodium hydride and ethyl formate, and subsequently reacting the reaction product with 1,3-propanedithiol ditosylate.;COPYRIGHT: (C)1999,JPO
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