反应详情

温度

100 °C

Tert-butyl acrylate (465 g, 3.628 mol) was warmed to 100° C. under nitrogen, then hexamethylphosphorous triamide (10 g, 61.2 mmol) was added dropwise and the addition rate was adjusted to maintain the reaction temperature at 100° C. The reaction mixture was allowed to cool, then poured over a plug of silica (˜1000 ml) and washed completely off the silica with 4:1 hexane/ethyl acetate. The solvent was removed under reduced pressure and the resulting oil was distilled. Some material was collected from room temperature to 50° C. under high vacuum, and discarded. The temperature was then raised to ˜80° C. and the product (300 g, 65%, b.p. 67-70° C. at 300μ) was collected as a clear oil. 1H NMR (CDCl3): δ1.4 (m, 18H), 2.4 (t, 2H), 2.6 (t, 2H), 5.5 (s, 1H), 6.0 (s, 1H).

1. temperatureto cool
2. additionpoured over a plug of silica (˜1000 ml)
3. washwashed completely off the silica with 4:1 hexane/ethyl acetate
4. customThe solvent was removed under reduced pressure
5. distillationthe resulting oil was distilled
6. customSome material was collected from room temperature to 50° C. under high vacuum
7. temperatureThe temperature was then raised to ˜80° C.
8. customthe product (300 g, 65%, b.p. 67-70° C. at 300μ) was collected as a clear oil