反应详情

To a solution of 2 g. of 5,9,13-trimethyltetradeca-4,6,12-trien-3-one in 20 ml. of ethanol, cooled to 0° by an ice-bath, is added a suspension of 2.32 g. of mercuric acetate in 50 ml. of ethanol over 15 minutes. The reaction mixture is stirred for 2 hours and then with cooling, to -20°, 1.22 g. of potassium hydroxide in 20 ml. of ethanol is added. Then 0.139 g. of sodium borohydride is added in small portions and stirring continued for 30 minutes at -20°. The solution is decanted, then concentrated to half volume, diluted with 100 ml. of water and extracted with ether (3 × 50). The ethereal phase is washed with water, dried over magnesium sulfate and the crude product chromatographed on silica to yield 13-ethoxy-5,9,13-trimethyltetradeca-4,6-dien-3-one.

1. additionis added
2. additiona suspension of 2.32 g
3. temperaturewith cooling, to -20°
4. stirringstirring
5. waitcontinued for 30 minutes at -20°
6. customThe solution is decanted
7. concentrationconcentrated to half volume
8. additiondiluted with 100 ml
9. extractionof water and extracted with ether (3 × 50)
10. washThe ethereal phase is washed with water
11. dry with materialdried over magnesium sulfate
12. customthe crude product chromatographed on silica