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(2-Methyl-pyridin-3-yl)-methanol

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(2-Methyl-pyridin-3-yl)-methanol Basic information
Product Name:(2-Methyl-pyridin-3-yl)-methanol
Synonyms:2-Methyl-3-hydroxyMethyl pyridine 97%;3-Hydroxymethyl-2-methylpyridine (2-Methylpyridin-3-yl)methanol;3-METHYL-3-HYDROXYMETHYL PYRIDINE;3-(HYDROXYMETHYL)-ALPHA-PICOLINE;3-Hydroxymethyl-2-methylpyridine;3-Pyridinemethanol, 2-methyl-;(2-Mehtyl-pyridin-3-yl)-methanol;2-Methyl-3-PyridineMethanol
CAS:56826-61-0
MF:C7H9NO
MW:123.15
EINECS:627-573-5
Product Categories:
Mol File:56826-61-0.mol
(2-Methyl-pyridin-3-yl)-methanol Structure
(2-Methyl-pyridin-3-yl)-methanol Chemical Properties
Boiling point 262 °C (lit.)
density 1.106 g/mL at 25 °C (lit.)
refractive index n20/D 1.545(lit.)
Fp >230 °F
storage temp. Inert atmosphere,Room Temperature
AppearanceLight yellow to yellow Solid-liquid mixture
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HS Code 2933399990
MSDS Information
ProviderLanguage
SigmaAldrich English
(2-Methyl-pyridin-3-yl)-methanol Usage And Synthesis
Chemical Propertieslight yellow oil liquid
Synthesis
Methyl 2-methylnicotinate

65719-09-7

(2-METHYL-PYRIDIN-3-YL)-METHANOL

56826-61-0

A solution of methyl 2-methylnicotinate (35.2 g, 234 mmol) in 275 ml of dry ether was added dropwise to a vigorously stirred suspension of LiAlH4 (13.3 g, 350 mmol) in 600 ml of anhydrous ether. The reaction mixture was heated and refluxed in an oil bath at 55°C for 1.5 h and subsequently cooled to 0°C. H2O (64 ml) was added slowly dropwise, and the reaction was carried out for 1 h. The supernatant was decanted. The remaining suspension was extracted with ether. All organic phases were combined, dried over MgSO4 and the solvent was evaporated to give 29.9 g (234 mmol, 100% yield) of 3-(hydroxymethyl)-2-methylpyridine, the product being an orange-colored oil; GC analysis showed 100% purity.

References[1] Patent: US2002/49316, 2002, A1
[2] Patent: US2005/124586, 2005, A1. Location in patent: Page/Page column 9-10
[3] Patent: WO2009/147211, 2009, A1. Location in patent: Page/Page column 25
[4] Patent: WO2009/42694, 2009, A1. Location in patent: Page/Page column 75
[5] Patent: US2004/6114, 2004, A1. Location in patent: Page 71
(2-Methyl-pyridin-3-yl)-methanol Preparation Products And Raw materials
Raw materialsMethyl 2-methylnicotinate-->2-Methylnicotinic acid-->Lithium Aluminum Hydride-->Water-->Diethyl ether
Preparation Products3-Chloromethyl-2-methylpyridine.HCl
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