反应详情

温度

0 °C

A flame-dried 25 mL R.B. flask equipped with a reflux condenser was charged, under argon, with 3-methoxyacetophenone (1 g, 6.66 mmol) at 0° C. Methylmagnesium iodide in diethylether (4.4 mL, 13.3 mmol, 3M) was then added. The reaction mixture was brought to reflux for 60 min and then cool down to 0° C. and quenched with successive addition of water (5 mL) and saturated ammonium chloride (25 mL). The mixture was extracted with diethyl ether (3×20 mL), the organic extracts were washed successively with 20% sodium bisulfite and saturated sodium bicarbonate, dried, filtered and concentrated. Purification by flash chromatography, using 15% acetone in hexanes, yields propan-2-ol (0.832 g, 75%). 1H NMR (400 MHz, acetone-d6) δ: 1.51 (s, 6H), 3.79 (s, 3H), 6.77 (d, 1H, J=8.1 Hz), 7.07 (d, 1H, J=7.7 Hz), 7.13 (s, 1H), 7.22 (t, 1H, J=7.9 Hz).

1. customflask equipped with a reflux condenser
2. temperatureto reflux for 60 min
3. customquenched with successive addition of water (5 mL) and saturated ammonium chloride (25 mL)
4. extractionThe mixture was extracted with diethyl ether (3×20 mL)
5. washthe organic extracts were washed successively with 20% sodium bisulfite and saturated sodium bicarbonate
6. customdried
7. filtrationfiltered
8. concentrationconcentrated
9. customPurification by flash chromatography
10. customyields propan-2-ol (0.832 g, 75%)