Water → HCID 86639501, compound

Participants

Reaction Conditions

Reaction Steps

1.02 g (0.026 mol) of 60% oil-dispersed sodium hydride were dissolved in 20 mL of ether and cooled to 5° C. 20 mL of an ether solution containing 5.00 g (0.024 mol) of 2,4-di-tert-butylphenol were dropped in over the course of 15 minutes at 5° C. and stirred for 30 minutes followed by dropping in 20 mL of a toluene solution containing 4.16 g (0.022 mol) of p-toluenesulfonyl chloride over the course of 20 minutes, stirring for 30 minutes at 25° C. and confirming the 2,4-di-tert-butylphenol to no longer be present. Following completion of the reaction, water was added and the organic layer was extracted with ethyl acetate followed by washing twice with saturated aqueous NaHCO3 solution and once with saturated brine, drying with MgSO4 and concentrating. The resulting crystals were purified by crystallizing with n-hexane to obtain 3.0 g (yield: 38%) of 2,4-di-tert-butylphenyl p-toluenesulfonate (white crystals, melting point: 81° C.).

Provenance & Evidence