Methanol → HCID 19754690, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-[2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)phenyl]formamide (4.00 g, 14.5 mmol) in toluene (40 mL) was added pyridinium p-toluenesulfonate (365 mg, 1.45 mmol), followed by stirring at 110° C. for 1 hour. Then, the reaction mixture was cooled down to 50° C., methanol (40 mL) and a 5N aqueous solution of sodium hydroxide (14.5 mL) were added thereto, and the reaction mixture was stirred at 80° C. for 14 hours. The reaction mixture was allowed to cool down to room temperature, the aqueous layer was removed. The organic layer was washed with water and a 5% aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, filtered, and concentrated to give 3.33 g of the title compound as a brown oil.

Provenance & Evidence