ChemicalBook CAS DataBase List 4-HYDROXY-BUT-2-ENOIC ACID

4-HYDROXY-BUT-2-ENOIC ACID synthesis

10synthesis methods

Product Name:4-HYDROXY-BUT-2-ENOIC ACID
CAS Number:24587-49-3
Molecular formula:C4H6O3
Molecular Weight:102.09

37746-78-4 Synthesis

37746-78-4
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$10.00/5g

24587-49-3
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$145.00/25mg

Yield: 53%

Reaction Conditions:

with water;potassium hydroxide at 100; for 2 h;

Steps:

B (E)-4-hydroxybut-2-enoic acid
To a round bottom flask were added ethyl (E)-4- bromobut-2-enoate (2 g, 10 mmol), KOH (1.2 g, 21 mmol), and water (10 mL). The reaction mixture was stirred at 100 °C for 2 h, then acidified with 1 M Hci, and extracted with EtOAc (3x). The combined organic layers were washed with brine, dried over anhydrous MgSC>4, and concentrated to dryness to yield the title compound (560 mg, 53% yield) as a brown oil.

References:

JANSSEN PHARMACEUTICA NV;ARORA, Nidhi;BACANI, Genesis M.;BARBAY, Joseph Kent;BEMBENEK, Scott D.;CAI, Min;CHEN, Wei;DECKHUT, Charlotte Pooley;EDWARDS, James P.;GHOSH, Brahmananda;HAO, Baoyu;KREUTTER, Kevin;LI, Gang;TICHENOR, Mark S.;VENABLE, Jennifer D.;WEI, Jianmei;WIENER, John J. M.;WU, Yao;ZHU, Yaoping;ZHANG, Feihuang;ZHANG, Zheng;XIAO, Kun WO2017/100668, 2017, A1 Location in patent:Page/Page column 150