(E)-Methyl 2-(2-hydroxyphenyl)-3-methoxyacrylate synthesis
- Product Name:(E)-Methyl 2-(2-hydroxyphenyl)-3-methoxyacrylate
- CAS Number:114077-42-8
- Molecular formula:C11H12O4
- Molecular Weight:208.2106
103497-78-5
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114077-42-8
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Yield:114077-42-8 99%
Reaction Conditions:
palladium in ethyl acetate;
Steps:
3 EXAMPLE 3
(E)-Methyl 2-(2'-benzyloxyphenyl)-3-methoxyacrylate (5.44 g) was dissolved in ethyl acetate (50 ml) and 5% palladium on carbon (0.25 g) was added. The stirred mixture was hydrogenated at three atmospheres pressure, with stirring, until no more hydrogen was taken up, then filtered through celite and silica gel (50 g, Merck 60). Concentration of the filtrate under reduced pressure afforded (E)-methyl 2-(2'-hydroxyphenyl)-3-methoxyacrylate as a white crystalline solid (3.76 g; 99% yield), mp. 125°-126° C.; infrared max. (nujol mull): 3400, 1670 cm-1; 1 H NMR (270 MHz): delta 3.80 (3H,s), 3.90 (3H,s), 6.20 (1H,s), 6.80-7.00 (2H,m), 7.10-7.30 (2H,m), 7.60 (1H,s)ppm.
References:
US5057146,1991,A
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