The previously described 4-hydroxyphenyl chromane derivative (I) was converted to the 4-sulfanylphenyl analogue (IV) via the following sequence. Condensation of the sodium salt of phenol (I) with N,N-dimethylthiocarbamoyl chloride gave the O-aryl thiocarbamate (II), which underwent further thermal rearrangement to the S-aryl thiocarbamate (III) in diphenyl ether at 260 C. Reductive cleavage of thiocarbamate (III) using LiAlH4 gave rise to thiophenol (IV). Subsequent alkylation of (IV) with N-(2-chloroethyl)pyrrolidine (V) yielded thioether (VI). The methyl ether function of (VI) was then cleaved by heating with pyridine hydrochloride, and the resultant compound was finally isolated as the corresponding hydrochloride salt.