ChemicalBook CAS DataBase List (2E)-3-(3-AMINOPHENYL)ACRYLIC ACID

(2E)-3-(3-AMINOPHENYL)ACRYLIC ACID synthesis

5synthesis methods

Product Name:(2E)-3-(3-AMINOPHENYL)ACRYLIC ACID
CAS Number:127791-53-1
Molecular formula:C9H9NO2
Molecular Weight:163.17

58186-45-1 Synthesis

58186-45-1
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127791-53-1
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$45.00/25mg

Yield:127791-53-1 83%

Reaction Conditions:

with water;lithium hydroxide in tetrahydrofuran;methanol at 20; for 12 h;

Steps:

35.A STEP A. Intermediate 35 A. Preparation of (E)-3-(3-aminophenyl)acrylic acid

To a stirred solution of Intermediate 1G (0.1 g, 0.564 mmol) in methanol (1 mL), tetrahydrofuran (1 mL) and water (1 mL) was added LiOH (0.041 g, 1.693 mmol). The reaction mixture was stirred at room temperature for 12 h. The reaction mixture was concentrated under reduced pressure. The residue was diluted with water and acidified using aqueous saturated citric acid solution. The aqueous solution was extracted with EtOAc (2x20 mL). The organic layers were combined, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the title compound (0.08 g, 0.466 mmol, 83% yield). NMR (400MHz, DMSO-de) d 12.32 (s, 1H), 7.41 (d, J = 16.00 Hz, 1H), 7.06 (t, J = 8.00 Hz, 1H), 6.79 (d, J = 6.00 Hz, 2H), 6.61 (d, J = 7.60 Hz, 1H), 6.30 (d, J = 15.60 Hz, 1H), 5.20 (br. s., 2H). MS (ESI) 164 (M+H).

References:

WO2020/168152,2020,A2 Location in patent:Page/Page column 126-127