Methanol → 6-[(4-Chlorophenyl)sulfonyl]-6-(2-hydroxy methylphenyl)-1-hexanol

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Reaction Steps

In tetrahydrofuran (5 ml) was dissolved 6-[2-(t-butyldiphenylsilyloxy)methylphenyl]-6-[(4-chlorophenyl)sulfonyl]-1-hexanol (200 mg, 0.322 mmol), followed by the dropwise addition of a tetrahydrofuran solution (1.0M, 0.7 ml, 0.7 mmol) of tetrabutylammonium fluoride under ice cooling. The resulting mixture was stirred at room temperature for 1 hour. Water (0.2 ml) was then added. The residue obtained by concentrating the resulting mixture under reduced pressure was subjected to flash silica gel chromatography. The fraction obtained from the dichloromethane:methanol=30:1 eluate was concentrated under reduced pressure, whereby the title compound (86 mg, 0.23 mmol, 70%) was obtained as a colorless oil.

Provenance & Evidence