ChemicalBook CAS DataBase List ethyl 1-acetyl-4-oxocyclohexane-1-carboxylate

ethyl 1-acetyl-4-oxocyclohexane-1-carboxylate synthesis

7synthesis methods

Product Name:ethyl 1-acetyl-4-oxocyclohexane-1-carboxylate
CAS Number:72653-21-5
Molecular formula:C11H16O4
Molecular Weight:212.24

4-ACETYL-4-(ETHOXYCARBONYL)HEPTANEDIOIC ACID

72653-14-6
46 suppliers
$96.00/1g

ethyl 1-acetyl-4-oxocyclohexane-1-carboxylate

72653-21-5
29 suppliers
$175.00/100mg

Yield:72653-21-5 17%

Reaction Conditions:

with pyridine;acetic anhydride at 145; for 2 h;

Steps:

D28.3 Step 3: ethyl- l-acetyl-4-oxocyclohexanecarboxylate (D28-3)

To a stirred suspension of compound D28-2 (85 g, 310 mmol) in acetic anhydride (255 mL) was added pyridine (27 mL) and the mixture was stirred at 145 °C for 2 h. The solvent was removed under reduced pressure, the residue was suspended in water (200 mL) and extracted with EtOAc (3 x 100 mL). The combined organic layers were washed with water (100 mL), brine (100 mL), dried over Na₂S0₄ and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (14% EtOAc/hexane as eluent) to provide compound D28-3 (11 g, 17%) as brown gum. ^{FontWeight="Bold" FontSize="10"}H NMR (CDCI₃, 400 MHz): δ 4.28 (q, J = 7.2 Hz, 2H), 2.44-2.42 (m, 6H), 2.23-2.20 (m, 5H), 1.31 (t, J = 7.2 Hz, 3H).

References:

WO2015/129926,2015,A1 Location in patent:Page/Page column 199

17159-79-4 Synthesis