ChemicalBook CAS DataBase List 1-(6-bromopyridin-3-yl)ethanol

1-(6-bromopyridin-3-yl)ethanol synthesis

4synthesis methods

Product Name:1-(6-bromopyridin-3-yl)ethanol
CAS Number:139042-62-9
Molecular formula:C7H8BrNO
Molecular Weight:202.05

139042-59-4 Synthesis

139042-59-4
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139042-62-9
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Yield:139042-62-9 97%

Reaction Conditions:

Stage #1: 1-(6-bromopyridin-3-yl)ethanonewith sodium tetrahydroborate in ethanol;water at 20; for 0.5 h;
Stage #2: with water

Steps:

165a

(165a) 1-(6-Bromopyridin-3-yl)ethanol Water (4 mL) and sodium borohydride (0.23 g, 6.0 mmol) were added to an ethanol solution (10 mL) of 3-acetyl-6-bromopyridine (0.60 g, 3.0 mmol). The resulting mixture was stirred at room temperature for 30 min. The reaction solution was concentrated under reduced pressure, and then water was added thereto. After extraction with ethyl acetate, the organic layer was washed with water and brine, and then dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain a crude product 0.59 g (yield: 97%) of the title compound as a light yellow oily material. ¹H-NMR (500 MHz, CDCl₃) δ ppm: 8.35 (1H, d, J = 2.4 Hz), 7.61 (1H, dd, J = 2.4, 7.8 Hz), 7.47 (1H, d, J = 7.8 Hz), 4.94 (1H, m), 2.04 (1H, s), 1.51 (3H, d, J = 6.3 Hz).

References:

EP1798229,2007,A1 Location in patent:Page/Page column 153

624-28-2 Synthesis