ChemicalBook CAS DataBase List 3-(Benzyloxy)-2-picolinaldehyde

3-(Benzyloxy)-2-picolinaldehyde synthesis

7synthesis methods

Product Name:3-(Benzyloxy)-2-picolinaldehyde
CAS Number:94454-57-6
Molecular formula:C13H11NO2
Molecular Weight:213.23

6059-29-6 Synthesis

6059-29-6
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94454-57-6
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Yield:94454-57-6 98%

Reaction Conditions:

with manganese(IV) oxide in 1,4-dioxane at 80; for 2 h;

Steps:

Preparation of 3-(benzyloxy)picolinaldehyde (3-(benzyloxy)pyridin-2-yl)methanol (87 g, 400 mmol) was dissolved in anhydrous dioxane (80 mL). Manganese dioxide (351 g) was added and the mixture was heated for 2 hours at 80° C. The reaction mixture was filtered through celite and the filter cake was washed with ethyl acetate (300 mL). The filtrate was concentrated in vacuo to yield a brown oil which solidified upon standing. (84.12 g, 98% yield). ¹H NMR (400 MHz, CDCl₃) δ 8.4 (d, 1H), 7.25-7.45 (m, 8H), 5.25 (s, 2H).

References:

US2008/85887,2008,A1 Location in patent:Page/Page column 23