反应详情

A 1 M solution of TBAF in THF (12 mL) was added to 500 mg (2.38 mmol) of 2-chloro-5-trimethylsilanylethynyl-pyridine and the black solution was stirred overnight. The mixture was concentrated, the resulting residue was stirred in 50 mL of Et2O for 1 h, and the liquid was decanted from the solids. This washing procedure was repeated twice, and the combined washes were concentrated and chromatographed to provide 240 mg of 2-chloro-5-ethynylpyridine as a colorless solid.

1. concentrationThe mixture was concentrated
2. stirringthe resulting residue was stirred in 50 mL of Et2O for 1 h
3. customthe liquid was decanted from the solids
4. concentrationthe combined washes were concentrated
5. customchromatographed