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ChemicalBook CAS DataBase List 4-Methyl-3-cyclohexene-1-carboxylic Acid
4342-60-3

4-Methyl-3-cyclohexene-1-carboxylic Acid synthesis

9synthesis methods
-

Yield:4342-60-3 98%

Reaction Conditions:

with silver(I) acetate;boron trichloride in neat (no solvent) at 20; for 22 h;Sealed tube;Reagent/catalyst;

Steps:

3.D D. Cl2BOAc Catalyzed Cycloaddition of Acrylic Acid and Isoprene

To a 40 mL pressure vessel under air was added silver acetate (16.7mg, 0.1 mmol), acrylic acid (360 mg, 5 mmol) and isoprene (0.55 mL, 5.5 mmol). Themixture was stirred at ambient temperature for 1 min, followed by addition of BCh (1 00J.L, 0.1 mmol). The vessel was then sealed and the reaction stirred at ambient temperaturefor 22 h. After the reaction was completed, the crude was loaded directly onto a flashcolumn. Chromatographic purification (EtOAc:hexanes:AcOH=5: 100:1) gave 689 mg(98%, para/meta=96:4) of a white solid.

References:

WO2017/53652,2017,A1 Location in patent:Paragraph 00172; 00173