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ChemicalBook CAS DataBase List 2-ACETYL-5-OXO-HEXANOIC ACID ETHYL ESTER
35490-05-2

2-ACETYL-5-OXO-HEXANOIC ACID ETHYL ESTER synthesis

3synthesis methods
-

Yield:35490-05-2 99%

Reaction Conditions:

with silica gel in neat (no solvent) at 0 - 90; for 8 h;Michael Addition;

Steps:

General procedure for Michael addition of compound 1a mediated by silica gel

General procedure: Silica gel 60 (63-200 μm, spherical, Nacalai Tesque, 3.8g) was added to a mixture of compound 1a(284 mg, 2.0 mmol) and methyl vinyl ketone (MVK) 2a (210 mg, 3.0mmol) in a 25mL flask at 0 °C. The mixture was stirred at 300 rpm equipped with a cap until it fully mixes. After stirring at 200 rpm at 70 °C for 24 h equipped with a Liebig condenser, EtOAc(20 mL) was added to the mixture. Silica gel was filtered and washed with EtOAc(20 mL) three times. The solution was evaporated at 40 °C and the residue was purified by column chromatography on silica gel using heptane-acetone(3: 1) as eluent to give 3a(399 mg, 94%).

References:

Tanemura, Kiyoshi;Rohand, Taoufik [Tetrahedron Letters,2020,vol. 61,# 30,art. no. 152142] Location in patent:supporting information

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