Process for production of isochromans

Details Process for production of isochromans Process for production of isochromans

C - Chemistry, Metallurgy

07

D

260/360.6, 260/3

C07D 311/02 (2006.01) C07D 311/76 (2006.01) C07D 311/78 (2006.01)

Patent

CA 1055952

Abstract: Process for producing isochromans having the structure: Image wherein R1 and R2 are each (i) separately selected from the group consisting of hydrogen, lower alkoxyl, lower alkyl, and, (ii) taken together, selected from the group consisting of benzo, cyclopentano, cyclohexano, naptho, monoalkyl cyclopentano, polyalkyl cyclopentano, monoalkyl cyclohexano and polyalkyl cyclohexano, and R3 and R4 are the same or different and are selected from the group consisting of hydrogen and lower alkyl comprising the steps of intimately admixing: (A) An alkanol having the structure: Image (B) An acetal having the structure: Image (wherein R5 and R6 are each 2-propyl); (C) A protonic acid selected from the group consisting of p-toluene sulfonic acid and phosphoric acid; and (D) An azeotroping agent selected from the group consisting of n-hexane, cyclohexane, methyl cyclohexane, benzene and toluene; and simultaneously (i) heating the resulting mixture for a period of time whereby a substantial amount of the isochroman having the above structure is formed while (ii) azeotropically removing water of reaction with the azeotroping agent.

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