تفاعل #1880955

معادلة التفاعل

water

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

→

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

المردود 96.0%

المذيبات

acetone

Et2O

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwere added 0.2 g of AMBERLITE®
2. 2
   أخرىthe reaction mixture so obtained
3. 3
   ترشيحAfterwards, the reaction mixture was filtered
4. 4
   تركيزconcentrated
5. 5
   أخرىThe crude product thus obtained
6. 6
   غسيلthe organic phase has been washed twice with brine
7. 7
   تجفيفdried over Na2SO4
8. 8
   تركيزconcentrated
9. 9
   أخرىto 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)

الإجراء التجريبي

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.

المصدر