反应详情

To a mixture of 1.9 g. of mercuric acetate, 6 ml. of water and 20 ml. of tetrahydrofuran is added 1.49 g. of trans ethyl 3,7,11-trimethyldodeca-2,4,10-trienoate slowly. After addition is complete, the reaction mixture is stirred for about 20 minutes. The mixture is cooled to about 0° and 6 ml. of aqueous sodium hydroxide (3 molar) is added followed by 0.49 g. of sodium borohydride in aqueous sodium hydroxide (about 3 molar). The mixture is stirred for about 30 minutes. The mixture is then decanted, concentrated, diluted with water and then extracted with ether. The ethereal extract is washed with water, dried over magnesium sulfate and the product chromatographed on silica gives ethyl 11-hydroxy-3,7,11-trimethyldodeca-2,4-dienoate (trans).

1. additionTo a mixture of 1.9 g
2. additionAfter addition
3. temperatureThe mixture is cooled to about 0°
4. stirringThe mixture is stirred for about 30 minutes
5. customThe mixture is then decanted
6. concentrationconcentrated
7. additiondiluted with water
8. extractionextracted with ether
9. extractionThe ethereal extract
10. washis washed with water
11. dry with materialdried over magnesium sulfate
12. customthe product chromatographed on silica