ChemicalBook CAS DataBase List 5-Bromo-3-pyridinemethanol

5-Bromo-3-pyridinemethanol synthesis

8synthesis methods

Product Name:5-Bromo-3-pyridinemethanol
CAS Number:37669-64-0
Molecular formula:C6H6BrNO
Molecular Weight:188.02

Sodium borohydride (2.2 g, 59.1 mmol) was added to a suspension of 5-bromo-pyridine-3-carbaldehyde (10.0 g, 53.7 mmol) in MeOH (100 mL) at 0° C. The mixture was stirred at 0° C. for 1 hour before it was quenched by adding water (5.0 mL). Evaporation of solvents afforded a light yellowish oil, which was re-dissolved in EtOAc and washed with water. The organic layer was dried over anhy. Na2SO4, filtered and concentrated in vacuo to give 5-Bromo-3-pyridinemethanol (9.6 g, 95 per cent) as a colourless oil.

113118-81-3
282 suppliers
$5.00/250mg

37669-64-0
217 suppliers
$12.00/1g

Yield:37669-64-0 95%

Reaction Conditions:

with sodium tetrahydroborate in methanol at 0; for 1 h;

Steps:

A
Sodium borohydride (2.2 g, 59.1 mmol) was added to a suspension of 5-bromo-pyridine-3- carbaldehyde (10. O g, 53.7 mmol) in MeOH (100 mL) at 0 °C. The mixture was stirred at 0 °C for 1 hour before it was quenched by the addition of water (5.0 mL). Evaporation of solvents afforded a light yellowish oil which was re-dissolved in EtOAc and washed with water. The organic layer was dried over anhy. Na₂S0₄, filtered and concentrated in vacuo to give the title compound (9.6 g, 95%) as colorless oil. MS: 188.0 & 190.0 (M+H⁺).

References:

F. HOFFMANN-LA ROCHE AG;AEBI, Johannes;AMREIN, Kurt;CHEN, Wenming;HORNSPERGER, Benoit;KUHN, Bernd;LIU, Yongfu;MAERKI, Hans P.;MAYWEG, Alexander V.;MOHR, Peter;TAN, Xuefei;WANG, Zhanguo;ZHOU, Mingwei WO2013/79452, 2013, A1 Location in patent:Page/Page column 143

FullText

20826-04-4 Synthesis