ChemicalBook CAS DataBase List METHYL 2-PYRIDYLACETATE

METHYL 2-PYRIDYLACETATE synthesis

11synthesis methods

Product Name:METHYL 2-PYRIDYLACETATE
CAS Number:1658-42-0
Molecular formula:C8H9NO2
Molecular Weight:151.16

67-56-1 Synthesis

67-56-1
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$9.00/25ml

16179-97-8
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$14.00/1g

1658-42-0
175 suppliers
$11.00/1g

Yield:1658-42-0 100%

Reaction Conditions:

Stage #1: methanol;pyridin-2-yl acetic acid hydrochloridewith chloro-trimethyl-silane at 0 - 20;Inert atmosphere;
Stage #2: with sodium hydrogencarbonate in water;

Steps:

Synthesis of ligand L9

S2 was prepared analogously to a published procedure.13 2.00 g S1 (11.5 mmol, 1.00 equiv.) and 14 mL MeOH were added to a round-bottom flask. The solution was cooled to 0 °C, and 2.90 mL TMSCl (23.0 mmol, 2.00 equiv.) were added dropwise. The mixture was allowed to warm to room temperature and stirred overnight. The solvent was then removed in vacuo, ant the remaining solid was treated slowly with sat. aq. NaHCO3 (40 mL). The aqueous solution was extracted with CH2Cl2 (4 x 40 mL), and the combined organic extracts were dried over Na2SO4, filtered, and the solvent was removed in vacuo. The crude product (S2) was isolated as a clear oil (1.73 g, 11.47 mmol, quant.). The spectral data of the compound were compared with the published ones.13

References:

Podhajsky, Susanne M.;Iwai, Yasumasa;Cook-Sneathen, Amanda;Sigman, Matthew S. [Tetrahedron,2011,vol. 67,# 24,p. 4435 - 4441] Location in patent:supporting information; experimental part

16179-97-8
272 suppliers
$14.00/1g

1658-42-0
175 suppliers
$11.00/1g

References