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ChemicalBook CAS DataBase List 4-HEXEN-3-ONE,5-HYDROXY

4-HEXEN-3-ONE,5-HYDROXY synthesis

10synthesis methods
-

Yield: 62%

Reaction Conditions:

with sodium hydride in di-isopropyl ether;mineral oil at 50; for 2.5 h;Reagent/catalyst;Temperature;

Steps:

I.ii (ii) Synthesis of Using NaH as Base
A 1 L-three neck flask was charged with 150 mL of a diisopropyl ether, 36.2 g (40.2 mL) of ethyl acetate and 17.1 g of NaH (55% oil dispersion). The mixture was maintained at 50° C. with stirring, and thereto was added 20.1 g (25.0 mL) of 3-methyl-2-butanone with a dropping funnel over 1 hour. The reaction solution was reacted at 50° C. for 1.5 hours. (0051) After completion of the reaction, 5 mL of ethanol was added and stirred, and unreacted NaH was treated to be removed. Then, in the same manner as a use of the above NaNH2 as a base, a salt in the reaction solution was dissolved into water, and extracted and washed, and the organic layer (β-diketone compound) generated and separated by conducting a pH operation was recovered. The β-diketone compound synthesized herein was assumed to be No. 5.

References:

TANAKA KIKINZOKU KOGYO K.K.;Harada, Ryosuke;Shigetome, Toshiyuki;Miyazaki, Satoshi;Saito, Masayuki US2015/291497, 2015, A1 Location in patent:Paragraph 0049-0051

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