ChemicalBook CAS DataBase List (E)-3-(2-cyanophenyl)acrylic acid

(E)-3-(2-cyanophenyl)acrylic acid synthesis

6synthesis methods

Product Name:(E)-3-(2-cyanophenyl)acrylic acid
CAS Number:2886-29-5
Molecular formula:C10H7NO2
Molecular Weight:173.17

141-82-2 Synthesis

141-82-2
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2886-29-5
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Yield:2886-29-5 70%

Reaction Conditions:

with piperidine;pyridine for 2 h;Reflux;

Steps:

32 Intermediate 32 (E)-3-(2-cyanophenyl)acrylic acid

Intermediate 32 (E)-3-(2-cyanophenyl)acrylic acid [0070] A solution of 2-formylbenzonitrile (4.17 g, 31.8 mmol), malonic acid (7.61 g, 73.1 mmol), and piperidine (0.314 mL, 3.18 mmol) in pyridine (40 mL) was heated to reflux for 2 hr. The solution was cooled and poured into crushed ice (150 mL) and 12N HCl (30 mL). The white precipitate was filtered, washed with water, and air dried to give a tan powder (3.85 g, 70%). ¹H NMR (500 MHz, DMSO-d6) δ 12.81 (br. s., 1H), 8.09 (d, J=7.9 Hz, 1H), 7.93 (dd, J=7.8, 0.9 Hz, 1H), 7.80-7.74 (m, 2H), 7.62 (td, J=7.6, 0.9 Hz, 1H), 6.80 (d, J=15.9 Hz, 1H).

References:

US2013/245042,2013,A1 Location in patent:Paragraph 0070