Diethyl Ether → 2-(5-Bromo-3-pyridyl)propan-2-ol

Participants

Reaction Steps

To a solution of 5-bromo-nicotinic acid ethyl ester (1.0 eq.) in Et2O (0.3M) at −30° C. was added MeMgBr (2.7 eq.; 3M in Et2O). The mixture was refluxed for 2 h, poured in 0.5M aqueous NaH2PO4 and extracted with Et2O (2×). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated. Flash chromatography (Hex:Et2O:CH2Cl2; 2:1:2) afforded the title compound as a yellow oil.

Provenance & Evidence