M-Cresol → HCID 18003553, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3.50 g of m-cresol, 9.87 g of 2-(5-methyl-2-phenyl-oxazole-4yl)-ethanol and 12.73 g of triphenylphosphine in 190 ml of THF was treated at 0° C. with a solution of 8.45 g of diethyl azodicarboxylate (DEAD) in 75 ml of THF over 20 min and the brown solution was stirred at 22° C. for 24 h. The solution was evaporated and the residue partitioned between CH2Cl2 (300 ml) and 0.1 N aqueous NaOH (100 ml). The organic layer was washed twice with water (2×100 ml), dried, the organic solvent was evaporated and the residue was chromatographed on silica (n-hexane/AcOEt, 20:1) to give 7.43 g (78%) of the title compound as white crystals.

Provenance & Evidence