Tetrabutylammonium Fluoride → 2-Fluoro-3-octyl-6-(4-hydroxyphenyl)pyrazine

Participants

Reaction Steps

11.82 g (21.87 mmol) of 2-fluoro-3-octyl-6-(4-tert-butyldiphenylsilyloxyphenyl)pyrazine and 43.74 ml of a 1 molar solution of tetra-n-butylammonium fluoride in tetrahydrofuran are stirred for 1 hour at room temperature in 140 ml of tetrahydrofuran. The reaction mixture is partitioned between aqueous sodium chloride solution and ether, the organic phase is washed with aqueous sodium chloride solution, dried over sodium sulfate, and freed from solvent, and the product is recrystallized from n-hexane. 6.00 g of 2-fluoro-3-octyl-6-(4-hydroxyphenyl) pyrazine are obtained. ##STR25## 4e

Provenance & Evidence