Benzyl Bromide → 3,5-Dibenzyloxyiodobenzene

Participants

Reaction Steps

3,5-Dihydroxyphenyl iodide (Tex. J. Sci., 1977, 28, 253) was reacted with two equivalents of benzyl bromide using the procedure described in Example 3 to give 3,5-dibenzyloxyphenyl iodide (96%), as an oil. This was reacted with n-butyl-lithium using the procedure described in the portion of Example 24 which is concerned with the preparation of starting materials and the organometallic reagent so formed was reacted with tetrahydropyran-4-one using the procedure described in that Example. There was thus obtained 4-(3,5-dibenzyloxyphenyl)-4-hydroxytetrahydropyran (60%), as an oil.

Provenance & Evidence