반응 #1880955

반응 방정식

water

(2E,7Z)-1,1-dimethoxy-2,4,7-decatriene

→

(2E,7Z)-2,4,7-decatrienal

수율 96.0%

용매

acetone

Et2O

반응 조건

후처리

1. 1
   workup.ADDITIONwere added 0.2 g of AMBERLITE®
2. 2
   기타the reaction mixture so obtained
3. 3
   여과Afterwards, the reaction mixture was filtered
4. 4
   농축concentrated
5. 5
   기타The crude product thus obtained
6. 6
   세척the organic phase has been washed twice with brine
7. 7
   건조dried over Na2SO4
8. 8
   농축concentrated
9. 9
   기타to yield 8.8 g of an extract
10. 10
    workup.DISTILLATIONThe extract has been further purified by distillation over a Vigreux column (52–54° C./0.1 mbar)

실험 절차

To a solution of 9.8 g of a mixture of (2E,7Z)-1,1-dimethoxy-2,4,7-decatriene as obtained in example 1 (50 mmoles) and 2.7 ml of water (150 mmoles) in 150 ml of acetone were added 0.2 g of AMBERLITE®, and the reaction mixture so obtained was stirred for 1 hour at room temperature. Afterwards, the reaction mixture was filtered and neutralized with 1 ml of a saturated aqueous solution of NaHCO3, and then concentrated. The crude product thus obtained was dissolved in Et2O and the organic phase has been washed twice with brine, dried over Na2SO4 and concentrated to yield 8.8 g of an extract. The extract has been further purified by distillation over a Vigreux column (52–54° C./0.1 mbar) to yield 7.2 g of a mixture of (2E,7Z)-2,4,7-decatrienal (4Z:4E=88:8)(purity=96%, yield=96%). The product thus obtained had the same spectroscopic data as described in WO 01/58282.

출처