Sodium Hydroxide → HCID 178453656, compound

Participants

Reaction Steps

To a solution in tetrahydrofuran (100 mL) of the compound (3.88 g) obtained in step (1) above, an aqueous solution of 1 mol/L sodium hydroxide (19.9 mL) was added and the mixture was stirred at room temperature for 4 hours. Extraction was conducted with ethyl acetate and after drying the combined organic layers over anhydrous magnesium sulfate, the desiccant was removed by filtration. With the solvent being distilled off under reduced pressure, the crude product was adsorbed on diatomaceous earth. The crude product as adsorbed on the diatomaceous earth was purified by silica gel column chromatography (n-hexane:ethyl acetate=99:1-0:100, then chloroform:methanol=100:0-90:10) to give tert-butyl [(trans-3-hydroxycyclobutyl)methyl]carbamate as a colorless solid (1.87 g).

Provenance & Evidence