Water → 4-Isopropyl-2-[4-(trifluoromethyl)phenyl]thiazole-5-methanol

Participants

Reaction Conditions

Reaction Steps

Ethyl 4-(1-methylethyl)-2-[4-(trifluoromethyl)phenyl]-1,3-thiazole-5-carboxylate (XI-5a) (2.68 g, 7.80 mmol) was dissolved in THF (8 mL) and cooled to 0° C. under nitrogen. Lithium aluminum hydride (1.0M solution in THF, 8.00 mL, 8.00 mmol) was added and the mixture was stirred at 0° C. for 60 min. Water (0.3 mL) was added, followed by 15% aqueous sodium hydroxide (0.3 mL), then water (0.9 mL). The resulting mixture was filtered and the filtrate was concentrated to provide the title compound (2.13 g, 91%) as a yellow solid. 1H NMR (400 MHz, CDCl3) δ 8.03 (d, J=8.3 Hz, 2H), 7.65 (d, J=8.3 Hz, 2H), 4.86 (d, J=5.2 Hz, 2H), 3.14 (qu, J=6.8 Hz, 1H), 1.33 (d, J=6.8 Hz, 6H).

Provenance & Evidence