ChemicalBook CAS DataBase List 1-Benzothiophene-6-carboxylic acid

1-Benzothiophene-6-carboxylic acid synthesis

13synthesis methods

Product Name:1-Benzothiophene-6-carboxylic acid
CAS Number:6179-26-6
Molecular formula:C9H6O2S
Molecular Weight:178.21

154650-81-4
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6179-26-6
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Yield:6179-26-6 99.2%

Reaction Conditions:

with potassium hydroxide in methanol;water at 120;

Steps:

5.2 Step 2:

Compound TDI01106-2 (800 mg, 5.09 mmol) and potassium hydroxide (2.85 g, 50.9 mmol) were dissolved ina mixture of methanol / water (2:1) (30 mL), and the reaction was performed in an oil bath at 120°C overnight. Thin layerchromatography (petroleum ether : ethyl acetate=1: 1) indicated the reaction was complete. The reaction solution wascooled to room temperature, and concentrated under reduced pressure to remove methanol before water (50 mL) wasadded. The pH was adjusted to 2 with 4N HCl, a large amount of solid precipitated, and was filtered after stir at roomtemperature for 30 minutes. The solid was dissolved in methanol, and the solution was concentrated under reducedpressure to afford compound TDI01106-3 (900 mg, yellow solid, yield: 99.2%).1H NMR (400 MHz, CDCl3) δ 8.70 (s, 1H), 8.10 (dd, J = 8.4, 1.2 Hz, 1H), 7.90 (d, J = 8.4 Hz, 1H), 7.70 (d, J = 5.4 Hz,1H), 7.42 (d, J = 5.4 Hz, 1H). MS m/z (ESI): 179.1 [M+H].

References:

EP3421465,2019,A1 Location in patent:Paragraph 0170; 0172

17347-32-9 Synthesis