Water → (2-Ethyl-3-{5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}phenyl)acetaldehyde

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-{2-ethyl-3-[(E)-2-(methyloxy)ethenyl]phenyl}-5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazole (D18) (42 mg) in 1,4-dioxane (15 mL) stirred under nitrogen at room temperature was added 6 M HCl/water (15 mL). The reaction mixture was stirred at 20° C. for 5 h. Water was added. EA was used to extracted the aqueous layer for 3 times. The combined organic phases were washed with brine, dried over sodium sulphate and evaporated in vacuo to give the crude product (2-ethyl-3-{5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}phenyl)acetaldehyde (D19) (40 mg), which was used directly for the next step. MS (ES): C22H21F3N2O2S requires 434. found 435.0 (M+H+).

Provenance & Evidence