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A new four‐step, highly efficient synthesis of trans‐tetrahydro‐3,4‐furandiamine is described. Nitromercuration of 2,5‐dihydrofuran with sodium nitrite and mercuric chloride in aqueous solution followed by base catalyzed elimination yielded 3‐nitro‐2,5‐dihydrofuran which was aminated with ammonium hydroxide to give trans‐tetrahydro‐4‐nitro‐3‐furanamine. Catalytic reduction of this material afforded the desired product 5 in 37% overall yield.
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Bitha et al. (1988) studied this question.
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