反应详情

In a 100 mL 3-necked round bottom flask, equipped with a magnetic stirrer, nitrogen inlet, thermometer, addition funnel, and ice bath, were placed bromopropargyl alcohol (5 g, 0.037 mole) and tetrahydrofuran (10 mL). A cold solution of NaOH (2.2 g, 0.55 mole) in water (10 mL) was added. To the above stirred mixture a solution of p-toluenesufonyl chloride (7.06 g, 0.037 mole) in tetrahydrofuran (10 mL) was slowly added. The reaction mixture was stirred at 0°-5° C. for 4 hrs. The reaction mixture was then poured into ice water and the resultant white precipitate was collected by suction-filtration and washed with water. After drying in air, an off-white solid was obtained yielding 9.9 g (92.5% yield) m.p. =43°-46° C. An NMR (CDCl3) spectrum indicated the desired compound (V, R3 =p-tolyl). This compound is used in the next example without further purification.

1. customIn a 100 mL 3-necked round bottom flask, equipped with a magnetic stirrer, nitrogen inlet
2. additionthermometer, addition funnel, and ice bath
3. filtrationthe resultant white precipitate was collected by suction-filtration
4. washwashed with water
5. customAfter drying in air
6. customan off-white solid was obtained
7. customyielding 9.9 g (92.5% yield)
8. custom=43°-46° C