Tetrabutylammonium Fluoride → 2-(4-Tetrahydropyranyloxy-2-butynyl)cyclopropylmethanol

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Reaction Steps

The 2-(4-tetrahydropyranyloxy-2-butynyl)cyclopropylmethyl t-butyldimethylsilyl ether (5.8 g, 17.2 mmol) was dissolved in tetrahydrofuran (50 ml), and a tetrabutyl ammonium fluoride (factor=1.0) tetrahydrofuran solution (33 ml, 33 mmol) was added thereto at 0° C. The mixture was stirred for one hour. The product was purified by column chromatography to obtain 2-(4-tetrahydropyranyloxy-2-butynyl)cyclopropylmethanol (4.3 g).

Provenance & Evidence