Ammonium formate → 4-(4-Ethyl-1,3-thiazol-2-yl)-2-propylphenol

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Reaction Conditions

Reaction Steps

Under an atmosphere of argon, palladium on charcoal (0.10 g) was added to a solution of 2-[4-(benzyloxy)-3-propylphenyl]-4-ethyl-1,3-thiazole (0.86 g, 2.53 mmol) (Example 32) and ammonium formate (1.28 g, 20.3 mmol) in EtOH (45 mL). The mixture was stirred at 40° C. for 2 h, and then cooled to rt. The solvent was evaporated and the material was suspended in EtOAc. This suspension was filtered through a small plug of silica gel and then concentrated to give a crude solid. The product was used in the next step without further purification. 1H NMR (400 MHz, CDCl3): δ 7.66 (s, 1H), 7.56 (d, 1H), 6.77-6.66 (m, 2H), 5.70-5.42 (br, 1H), 2.88-2.76 (m, 2H), 2.64-2.55 (m, 2H), 1.72-1.57 (q, 2H), 1.31 (t, 3H), 0.95 (t, 3H).

Provenance & Evidence