Cyclohexanecarboxylic acid, 3-hydroxy-

99-06-9

606488-94-2

In an autoclave (60 atm), an aqueous solution (500 mL) of m-hydroxybenzoic acid (30 g, 217.20 mmol, 1.00 equiv), Raney Ni (5 g) and sodium hydroxide (6.4 g, 160.00 mmol, 0.74 equiv) was added. After passing hydrogen (60 atm), the reaction mixture was stirred and reacted at 150 °C overnight. After completion of the reaction, it was cooled to room temperature and the solid catalyst was removed by filtration. The filtrate was neutralized with 12 M hydrochloric acid and subsequently extracted with tetrahydrofuran (6 x 100 mL). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the crude 3-hydroxycyclohexane-1-carboxylic acid (11 g) as a white solid.