ChemicalBook CAS DataBase List 4-OXO-1-PHENYLCYCLOHEXANECARBOXYLIC ACID

4-OXO-1-PHENYLCYCLOHEXANECARBOXYLIC ACID synthesis

9synthesis methods

Product Name:4-OXO-1-PHENYLCYCLOHEXANECARBOXYLIC ACID
CAS Number:75945-91-4
Molecular formula:C13H14O3
Molecular Weight:218.25

1,3-Cyclohexanedicarboxylic acid, 4-oxo-1-phenyl-, 1,3-dimethyl ester

374794-40-8
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4-OXO-1-PHENYLCYCLOHEXANECARBOXYLIC ACID

75945-91-4
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$350.00/100mg

Yield:75945-91-4 99%

Reaction Conditions:

with lithium hydroxide;water in tetrahydrofuran;methanol; for 72 h;Heating / reflux;

Steps:

17 Description 17 [0308] 4-Oxo-1-phenylcyclohexanecarboxylic Acid

Lithium hydroxide monohydrate (11.08 g, 264 mmol) was added to a suspension of dimethyl 4-oxo-1-phenyl-1,3-cyclohexanedicarboxylate (Description 16, 25.5 g, 87.9 mmol) in methanol (250 mL), water (83 mL) and tetrahydrofuran (83 mL) and the mixture was heated under reflux for 3 days. The mixture was cooled and the tetrahydrofuran and methanol were evaporated under reduced pressure. The pH was adjusted to 1 with hydrochloric acid (5M) and the mixture was extracted with dichloromethane. The combined organic fractions were dried (MgSO4) and the solvent was evaporated under reduced pressure to give the title compound as a light yellow solid (19 g, 99%). 1H NMR (400 MH, CDCl3) δ 7.50-7.29 (5H, m), 2.29-2.73 (2H, m), 2.62-2.55 (2H, m), 2.47-2.41 (2H, m), and 2.35-2.27 (2H, m).

References:

US2003/236250,2003,A1 Location in patent:Page 20