反应详情

Potassium hydroxide flakes (2.52 g, 0.045 mole) were added to a clear solution of 2,6-bis(1,1-dimethylethyl)-4-mercaptophenol (3.57 g, 0.015 mole) and ethyl 4-bromo butyrate (3.23 g, 0.0165 mole) in acetone (10 ml). Water (20 ml) was added and the solution stirred for 1.5 hours, the solvent removed on a rotary evaporator and water (50 ml) added. The organic layer was extracted with ethyl ether (3×75 ml). The aqueous layer was acidified with concentrated hydrochloric acid, extracted with ethyl ether (2×50 ml), washed with water (50 ml), dried over sodium sulfate, filtered and the solvents removed, leaving an oil, which was purified by chromatography on silica, recrystallized from ethyl ether/Skellysolve B, filtered and the product dried in vacuo at room temperature for 12 hours, m.p. ca. 112°-113.5° C. Analysis calc. for C18H28O3S(324.48): Calc.: C, 66.63; H, 8.70; S, 9.88. Found: C, 66.71; H, 8.74; S, 9.57.

1. customthe solvent removed on a rotary evaporator and water (50 ml)
2. additionadded
3. extractionThe organic layer was extracted with ethyl ether (3×75 ml)
4. extractionextracted with ethyl ether (2×50 ml)
5. washwashed with water (50 ml)
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. customthe solvents removed
9. customleaving an oil, which
10. customwas purified by chromatography on silica
11. customrecrystallized from ethyl ether/Skellysolve B
12. filtrationfiltered
13. customthe product dried in vacuo at room temperature for 12 hours