Synthesis of 4-phenyl-4-oxo-2-butenoic acid

Preparation of 4-phenyl-4-oxo-2-butenoic acid (3-Benzoylacrylic acid)

Preparation of 4-phenyl-4-oxo-2-butenoic acid

Preparation of 4-phenyl-4-oxo-2-butenoic acid

Aluminium trichloride was added pinchwise in to the mixture of benzene and malic anhydride at 0-5° C, reaction was monitered by TLC, after complete consumption of solid material reaction mass was quenched into diluted HCl at 5-10°C. Yellow sofilteredterd out through whatman filter paper, yielding 80-87% 4-phenyl-4-oxo-2-butenoic acid.

IUPAC Name

(E)-4-oxo-4-phenylbut-2-enoic acid

InChI

InChI=1S/C10H8O3/c11-9(6-7-10(12)13)8-4-2-1-3-5-8/h1-7H,(H,12,13)/b7-6+

InChI Key

PLPDHGOODMBBGN-VOTSOKGWSA-N

Canonical SMILES

C1=CC=C(C=C1)C(=O)C=CC(=O)O

Isomeric SMILES

C1=CC=C(C=C1)C(=O)/C=C/C(=O)O

MeSH Synonyms

benzoylacrylic acid, beta-benzoylacrylic acid

Depositor-Supplied Synonyms

3-Benzoylacrylic acid, 583-06-2, 4-Oxo-4-phenyl-2-butenoic acid, (E)-4-oxo-4-phenylbut-2-enoic acid, Benzoylacrylic acid, Acrylic acid, 3-benzoyl-, 4-oxo-4-phenylbut-2-enoic acid, trans-3-Benzoylacrylic acid, 2-Butenoic acid, 4-oxo-4-phenyl-, Crotonic acid, 4-oxo-4-phenyl-, .beta.-Benzoylacrylic acid, 17812-07-6, NSC 143, (2E)-4-oxo-4-phenylbut-2-enoic acid, CHEMBL16365, 3-benzoylacrylic acid (trans), 4-Phenyl-4-oxo-2-butenoic acid, NSC-143, PLPDHGOODMBBGN-VOTSOKGWSA-N, EINECS 209-496-5, (E)-4-oxo-4-phenyl-2-butenoic acid, AI3-26616, Acrylic acid, 3-benzoyl- (6CI,7CI,8CI), (E)-3-BENZOYLACRYLIC ACID, 4-Oxo-4-phenyl-but-2-enoic acid, AC1LDVWS, AC1Q5CNK, trans-3-Benzoylacrylicacid, 3-BENZOYLACRYLICACID, AC1Q71ED, trans-beta-benzoylacrylic acid, ARONIS24072, SCHEMBL312429, 452475_ALDRICH, NSC143, ZINC39041, MolPort-000-510-428, MolPort-009-654-255, BB_SC-2870, HMS1579K08, 6046AE, AR-1G4275, BBL007891, BDBM50125821, SBB007952, STK358786, AKOS000267606, FR-0643, (E)-4-oxo-4-phenyl-but-2-enoic acid, AC-14424, AJ-08810, AK141677, AK400536, LS-47203, OR012947, OR289235, TC-164883, TR-020270, BB 0218773, FT-0615087, ST24035064, 7N-710, Z-0814, AB01332184-02, AE-641/02009001, A1-01400, I01-3920, W-111702, 3B3-018819, F2103-0016, InChI=1/C10H8O3/c11-9(6-7-10(12)13)8-4-2-1-3-5-8/h1-7H,(H,12,13)/b7-6

Removed Synonyms

C10H8O3, CID676116, 60045-64-9

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