ChemicalBook CAS DataBase List 1-(4-FLUOROPHENYL)-1H-INDOLE-5-CARBOXYLIC ACID

1-(4-FLUOROPHENYL)-1H-INDOLE-5-CARBOXYLIC ACID synthesis

7synthesis methods

Product Name:1-(4-FLUOROPHENYL)-1H-INDOLE-5-CARBOXYLIC ACID
CAS Number:243467-60-9
Molecular formula:C15H10FNO2
Molecular Weight:255.24

methyl 1-(4-fluorophenyl)-1H-indole-5-carboxylate

1144523-66-9
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1-(4-FLUOROPHENYL)-1H-INDOLE-5-CARBOXYLIC ACID

243467-60-9
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Yield:243467-60-9 97%

Reaction Conditions:

with water;lithium hydroxide in tetrahydrofuran at 55; for 18 h;

Steps:

E

E. To a 3-L 4-neck flask equipped with mechanical stirrer, N₂ inlet, condenser and thermocouple was added compound 2d (58.0 g, 0.215 mol), THF (0.58 L), deionized water (0.58 L) and lithium hydroxide (20.63 g, 0.86 mol). The reaction mixture was warmed to 55 °C for 18 h. The reaction was cooled to room temperature and the pH was adjusted to ~3 with 1M HC1 (-0.8 L). A white precipitate formed during pH adjustment. The thick white slurry was filtered and washed with deionized water (0.3 L). The white solid was dried in vacuo at 45 °C to give compound 2e (53.5 g, 97%). 1H NMR (Chloroform-d) δ: 8.54 (s, 1H), 7.99 (d, J = 8.6 Hz, 1H), 7.48 (d, J = 8.8 Hz, 3H), 7.36 (d, J = 2.9 Hz, 1H), 7.23 - 7.32 (m, 2H), 6.81 (d, 1H).

References:

WO2013/49287,2013,A1 Location in patent:Page/Page column 9