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ChemicalBook CAS DataBase List (E,E)-7,9-Dodecadienyl acetate
54364-63-5

(E,E)-7,9-Dodecadienyl acetate synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

with dmap;triethylamine at 20; for 3 h;Overall yield = 43 %; Overall yield = 0.95 g;

Steps:

1.5 Step 5

In a flask, (7E, 9Z) -dodeca-7,9-dien-1-ol (1.60 g) obtained in Step 4 was added.Acetic anhydride (0.99 g),Triethylamine (0.98 g),4-Dimethylaminopyridine (1.1 mg) was added and stirred at room temperature for 3 hours. After adding water and stirring for 30 minutes, t-butyl methyl ether (ml) was added to separate the solution, and the organic layer was washed with water, dried over sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure using an evaporator. Obtained (GC purity 67%, yield 58%). Subsequently, the mixture was purified by silica gel column chromatography (silica gel 60 (68 ml), heptane / ethyl acetate = 10/1), and an isomer mixture containing (7E, 9Z) -dodec-7,9-dien-1-yl acetate (0. 95 g, GC purity 90%) was obtained with a yield of 43%.Isomer ratio is 7Z9E: 7E9Z: 7Z9Z: 7E9E = 12: 36: 41: 11It was.

References:

JP2019/77619,2019,A Location in patent:Paragraph 0041