tert-Butyl carboxylate (CAS NO.: ), which is also known as Cyclohexanecarboxylic acid, 1,1-dimethylethyl ester, could be produced through the following synthetic routes.

A 500-mL, round-bottomed flask equipped with a magnetic stirring bar is flushed with nitrogen. The flask is then charged with 5.56 g (0.028 mol) of S-tert-butyl cyclohexanecarbothioate, 5.55 g (0.075 mol) of tert-butyl alcohol, and 250 mL of anhydrous acetonitrile. The mixture is stirred vigorously and 23.7 g (0.056 mol) of mercury(II) trifluoroacetate is added in one portion. The resulting mixture is stirred vigorously for 45 min and then concentrated to approximately 50–75 mL on a rotary evaporator. To this concentrated mixture is added 250 mL of hexane and the orange solid that forms is removed by filtration. The filter pad is then washed with 50 mL of hexane. The filtrate and washings are combined and washed with a 50 mL portion of aqueous saturated sodium chloride, dried over anhydrous sodium sulfate, and concentrated on a rotary evaporator to give a pale-yellow liquid.

The crude product is purified by passing it through a column (4.5 cm × 30 cm) of neutral alumina using chloroform as eluant. The desired product moves with the solvent front, and the first 300–350 mL of eluant contains all of the product. Removal of the solvent gives 4.96 g. The product, which contains a small amount of tert-butyl alcohol, can be further purified by distillation through a short-path apparatus to give 4.6 g (90%) of pure O-ester, bp 91°C (25 mm).