Synthesis of 4-fluorobenzoic acid

Preparation of 4-fluorobenzoic acid

Preparation of 4-fluorobenzoic acid

Preparation of 4-fluorobenzoic acid

168 g of ethyl 4-fluorobenzoate is hydrolyzed by boiling (>1 hour) under reflux with a solution of potassium hydroxide (56 g) in 95 % ethanol (80 ml). The mixture is then filtered and acidified to Congo Red paper with concentrated hydrochloric acid. The precipitated 4-fluorobenzoic acid is filtered off and dried. For purification it is dissolved in a hot solution of potassium carbonate in water, filtered hot, and reprecipitated by hydrochloric acid. 4-Fluorobenzoic acid melts at 186°.

Org. Syn., Coll. Vol. II, 299 (1943).

IUPAC Name

4-fluorobenzoic acid

InChI

InChI=1S/C7H5FO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)

InChI Key

BBYDXOIZLAWGSL-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=CC=C1C(=O)O)F

MeSH Synonyms

4-fluorobenzoate, 4-fluorobenzoic acid, 4-fluorobenzoic acid, 18F-labeled, 4-fluorobenzoic acid, anhydride, 4-fluorobenzoic acid, copper (+1) salt, 4-fluorobenzoic acid, copper (+2) salt, 4-fluorobenzoic acid, copper (+2) salt dihydrate, 4-fluorobenzoic acid, ion(1-), 4-fluorobenzoic acid, monosodium salt, 4-fluorobenzoic acid, potassium salt, 4-fluorobenzoic acid, silver (+1) salt, p-fluorobenzoic acid, para-fluorobenzoic acid

Depositor-Supplied Synonyms

4-FLUOROBENZOIC ACID, 456-22-4, p-Fluorobenzoic acid, Benzoic acid, 4-fluoro-, 4-fluoro-benzoic acid, para-Fluorobenzoic acid, Benzoic acid, p-fluoro-, p-fluoro-Benzoic acid, UNII-V5ROO2HOU4, CHEBI:20364, BBYDXOIZLAWGSL-UHFFFAOYSA-N, c456-22-4[rn], MFCD00002530, 4-Fluorobenzoatd, p-flurobenzoic acid, PFBA, p-flu orobenzoic acid, PubChem8221, 4-fluoro benzoic acid, p-fluoro- (8CI), V5ROO2HOU4, ACMC-209k3t, bmse000739, AC1L1U7W, SCHEMBL27498, KSC237C2T, 128384_ALDRICH, 418846_ALDRICH, AC1Q5U06, CHEMBL316860, PARAGOS 390190, RARECHEM AL BO 0053, DTXSID9060023, 46600_FLUKA, CTK1D7129, TIMTEC-BB SBB008568, Benzoic acid, p-fluoro- (8CI), OTAVA-BB 1506397, AKOS 92636, BB_SC-6507, ZINC159828, ACT00989, NSC10321, EINECS 207-259-0, ANW-30327, AR-1I1464, BBL009678, NSC 10321, NSC-10321, SBB008568, STL141031, AKOS000118941, 499-90-1 (mono-hydrochloride salt), AS00747, CM12711, FR-2272, MCULE-8450862504, METHOXY, (4-FLUOROPHENYL)OXO-, PS-9056, RP20586, TRA0065881, VZ29074, AJ-15534, AK-73077, AN-45032, BR-73077, KB-38813, OR025095, OR182881, OR271795, AB1001868, DB-024083, ST2411433, TL8003173, TR-032856, AM20040510, BB 0221130, F0112, FT-0650144, ST50823659, C02371, W-2715, 31501-EP2308848A1, 31501-EP2308858A1, 31501-EP2311816A1, 31501-EP2311817A1, AE-562/40177766, I01-1910, Q-200470, F2191-0062, InChI=1/C7H5FO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10, 1Y6

Removed Synonyms

null, 4-Fluorobenzoate, benzoic acid, m-Bromobenzoic acid, 4-fluorobenzoic alcohol, C7H7FO, C7H5FO2, 4-Fluoro-2-methylbenzonitrile, CID9973, MolPort-000-155-462, RTR-032856, 459-56-3, 490-10-8

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