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ChemicalBook CAS DataBase List 3-OXOHEXANEDIOIC ACID

3-OXOHEXANEDIOIC ACID synthesis

12synthesis methods
5457-44-3 Synthesis
DIMETHYL 3-OXOADIPATE

5457-44-3
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Yield: 47%

Reaction Conditions:

with water;sodium hydroxide in methanol at 20;

Steps:

1
To 5 g (0.026 mol) of the 3-oxohexanedicarboxylic acid dimethyl ester obtained, 26 mL of methanol (manufactured by Kokusan Chemical Co., Ltd.) was added, and 12 mL of 5 mol/L aqueous sodium hydroxide solution was added to the resulting mixture with stirring, followed by stirring the mixture at room temperature overnight. After completion of the reaction, 12 mL of 5 mol/L hydrochloric acid was added to the reaction product, and extraction with 100 mL of ethyl acetate (manufactured by Wako Pure Chemical Industries, Ltd.) was carried out. After concentrating the resulting extract using a rotary evaporator, recrystallization with acetone/petroleum ether was carried out to obtain 2 g of pure 3-oxoadipic acid. Yield: 47%. 1H-NMR Spectrum of 3-Oxoadipic Acid: 1H-NMR (400 MHz, D2O): δ 2.62 (t, 2H), δ 2.88 (t, 2H), δ 3.73 (s, 1H).

References:

TORAY INDUSTRIES, INC.;Isobe, Kyohei;Kawamura, Kenji;Ito, Masateru;Yamada, Katsushige US10858678, 2020, B2 Location in patent:Page/Page column 11-12