2-PYRIDINEETHANOL,4,6-DIMETHYL- synthesis

4synthesis methods

Product Name:2-PYRIDINEETHANOL,4,6-DIMETHYL-
CAS Number:13287-63-3
Molecular formula:C9H13NO
Molecular Weight:151.21

Methyl 2-(4,6-diMethylpyridin-2-yl)acetate

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13287-63-3
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Yield:13287-63-3 92%

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran at 0; for 1 h;

Steps:

47.2 2-(4,6-Dimethylpyridin-2-yl)ethanol

Methyl 2-(4,6-dimethylpyridin-2-yl)acetate (500 mg, 2.79 mmol) was dissolved in tetrahydrofuran (20 mL), lithium aluminum hydride (211 mg, 5.58 mmol) was added at 0°C and reacted for 1 hour.
The reaction was quenched by adding water (10 mL), extracted with ethyl acetate (20 mL x 3), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure.
The residue was purified by silica gel column chromatography (2:1 petroleum ether / ethyl acetate, R_f = 0.3) to give 2-(4,6-dimethylpyridin-2-yl)ethanol (410 mg, as a yellow oil) with a yield of 92%.
MS-ESI calcd. [M + H]⁺ 152, found 152.

References:

EP3299371,2018,A1 Location in patent:Paragraph 0347; 0350; 0351

108-75-8 Synthesis