反应详情

A suspension of 14.1 g of (E)-4-methyl-5-carboxy-4-penten-1-yltriphenylphosphonium bromide, 8.4 g of (E)-1,1-dimethoxy-6,10-dimethyl-5,9-undecadien-2-one and 2.5 g of 63.8% sodium hydride in 30 ml of anhydrous dimethyl sulfoxide was stirred at 50°-55° C. for 2.5 hours and 40 ml of acetic acid-water (5:1) was added thereto. The resulting mixture was again stirred at 50°-55° C. for 30 minutes. After completion of the reaction, the reaction mixture was extracted four times with n-hexane and the extracts were washed with water, dried over anhydrous sodium sulfate and then the solvent was distilled off to leave 10.4 g of an yellow oily substance. The resulting oil was dissolved in 50 ml of ethanol, 1.2 g of sodium borohydride was added thereto at 5°-10° C. and the resulting mixture was stirred for 1 hour. To the reaction mixture were added ethyl ether and water and, after stirring, an aqueous layer was separated and neutralized with hydrochloric acid under ice-cooling. The so separated oily substance was extracted with ether and the extract was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off to afford 3.98 g of the end product.

1. stirringThe resulting mixture was again stirred at 50°-55° C. for 30 minutes
2. customAfter completion of the reaction
3. extractionthe reaction mixture was extracted four times with n-hexane
4. washthe extracts were washed with water
5. dry with materialdried over anhydrous sodium sulfate
6. distillationthe solvent was distilled off
7. customto leave 10.4 g of an yellow oily substance
8. stirringat 5°-10° C. and the resulting mixture was stirred for 1 hour
9. stirringafter stirring
10. customan aqueous layer was separated
11. temperaturecooling
12. customThe so separated oily substance
13. extractionwas extracted with ether
14. washthe extract was washed with water
15. dry with materialdried over anhydrous sodium sulfate
16. distillationThe solvent was distilled off