ChemicalBook CAS DataBase List 3-PHENYLTHIOPHENE-2-CARBOXYLIC ACID

3-PHENYLTHIOPHENE-2-CARBOXYLIC ACID synthesis

11synthesis methods

Product Name:3-PHENYLTHIOPHENE-2-CARBOXYLIC ACID
CAS Number:10341-88-5
Molecular formula:C11H8O2S
Molecular Weight:204.24

21676-89-1 Synthesis

3-Phenylthiophene-2-carboxylic Acid Methyl Ester

21676-89-1
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$120.00/10mg

10341-88-5
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$138.00/5MG

Yield:10341-88-5 93%

Reaction Conditions:

with sodium hydroxide in ethanol; for 6 h;Reflux;

Steps:

9 4.1.9. 3-Phenylthiophene-2-carboxylic acid (13)

4.1.9
3-Phenylthiophene-2-carboxylic acid (13)
To a mixture of 5 (4.0 g, 18.33 mmol) and EtOH (40 mL), 1 M NaOH (40 mL) was added, and the mixture was refluxed for 6 h and then cooled to room temperature and adjusted to pH 2 with 1 M HCl.
The resulting precipitate was collected via filtration, washed with water, and dried in vacuo to produce the desired compound 13 (3.47 g, 93%) as a colorless solid, which was used in the next reaction without further purification. ¹H NMR (DMSO-d₆) δ 7.17 (1H, d, J = 5.2 Hz), 7.35-7.47 (5H, m), 7.86 (1H, d, J = 5.2 Hz), 12.86 (1H, br); FAB MS m/e [M-H]^- 203.

References:

Nagashima, Shinya;Matsushima, Yuji;Hamaguchi, Hisao;Nagata, Hiroshi;Kontani, Toru;Moritomo, Ayako;Koshika, Tadatsura;Takeuchi, Makoto [Bioorganic and Medicinal Chemistry,2014,vol. 22,# 13,p. 3478 - 3487]