TBAF tetrahydrofuran → N-(4-{2-[4-(1,3-dioxolan-2-yl)thiophen-2-yl]vinyl}-1,3-thiazol-2-yl)acetamide

Participants

Reaction Steps

To a solution of N-(4-{2-[4-(1,3-dioxolan-2-yl)-5-(trimethylsilyl)thiophen-2-yl]vinyl}-1,3-thiazol-2-yl)acetamide (3.980 g, 10.09 mmol) in tetrahydrofuran (20 ml) was added 1M tetrabutylammoniumfluoride tetrahydrofuran solution (11.1 ml, 11.1 mmol) at room temperature, and the mixture was stirred for 1 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (Merck 7734 100 g, ethyl acetate:dichloromethane=1:4→1:2) to give N-(4-{2-[4-(1,3-dioxolan-2-yl)thiophen-2-yl]vinyl}-1,3-thiazol-2-yl)acetamide (3.03 g, 9.40 mmol, yield 93.2%) as an off-white solid.

Provenance & Evidence