Analyzing the synthesis route of 145576-28-9

145576-28-9, name is Ethyl 4-methylenecyclohexanecarboxylate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: esters-buliding-blocks

145576-28-9, name is Ethyl 4-methylenecyclohexanecarboxylate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: esters-buliding-blocks

Preparation of 4-Methoxy-4-methylcyclohexanecarboxylic acid; A suspension of Hg(OAc)2 (2.2 g, 6.96 mmol) in dry methanol (15 mL) was cooled to O0C under stirring, 4-Methylenecyclohexanecarboxylic acid ethyl ester (0.9 g, 5.36 mmol) was added and maintained for 15 min. To the resulted reaction mixture, 3M NaOH (12 mL) was added followed by the addition of a mixture of NaBH4 solution in 3M NaOH solution (12 mL) and maintained for 10 min. The reaction mixture was allowed to rt and maintained for 1h additionally. The reaction mass was filtered through celite bed, the filtrate was cooled, acidified and then was extracted with DCM (100 mL). The organic layer was washed with water (2 x 50 mL), brine solution (50 mL), dried over anhydrous sodium sulfate and concentrated to obtain the crude product. The crude was purified by column chromatography over silica gel column using 10% EtOAc in pet ether as eluting solvent to obtain the pure product (2) as liquid (500 mg, 55%). 1HNMR(CDCl3)-. delta 3.22(s, 1H), 3.15(s, 3H), 2.18-2.36(m, 1H), 1.9(d, 2H)1 1.5-1.82(m, 5H), 1.2-1.32(m, 2H) and 1.1 (s, 3H). Mass: (M-1) 171 calculated for C9H15O3.

The synthetic route of 145576-28-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/84300; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics