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| | 4-(4-n-Butylphenyl)benzoic acid Basic information |
| Product Name: | 4-(4-n-Butylphenyl)benzoic acid | | Synonyms: | RARECHEM AL BO 0889;4-BUTYL-4'-BIPHENYLCARBOXYLIC ACID;4-N-BUTYLBIPHENYL-4'-CARBOXYLIC ACID;4-Butyl-4''-carboxybiphenyl;[1,1'-Biphenyl]-4-carboxylicacid, 4'-butyl-;4-(4-N-BUTYLPHENYL)BENZOIC ACID ISO 9001：2015 REACH;4-(4-butylphenyl)benzoic acid;4'-Butylbiphenyl-4-carboxylic acid | | CAS: | 59662-46-3 | | MF: | C17H18O2 | | MW: | 254.32 | | EINECS: | | | Product Categories: | Biphenyl & Diphenyl ether | | Mol File: | 59662-46-3.mol |  |
| | 4-(4-n-Butylphenyl)benzoic acid Chemical Properties |
| Boiling point | 413.5±34.0 °C(Predicted) | | density | 1.091±0.06 g/cm3 (20 ºC 760 Torr) | | storage temp. | Sealed in dry,Room Temperature | | pka | 4.22±0.10(Predicted) | | Appearance | White to off-white Solid | | CAS DataBase Reference | 59662-46-3(CAS DataBase Reference) |
| | 4-(4-n-Butylphenyl)benzoic acid Usage And Synthesis |
| Uses | 4''-Butylbiphenyl-4-carboxylic Acid is an intermediate used in the preparation of biphenylcarboxylates used as RARβ2 receptor agonist. | | Synthesis | General Method 13: Synthesis of biaryl or aryl-heteroaryl carboxylic acids from 1-bromo-4-butylbenzene and arylboronic or heteroarylboronic acids by Suzuki coupling reaction. This method is specifically applied to the synthesis of 4-n-butylbiphenyl-4'-carboxylic acids. A mixture of methyl 4-(4-butylphenyl)benzoate (89.0 g, 0.332 mol) and NaOH (26.6 g, 0.664 mol) in THF/H2O (500 mL/100 mL) mixed solvent was heated to reflux and reacted overnight. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, THF was removed by distillation under reduced pressure.The residue was acidified to pH 3-4 with 2N HCl solution.The resulting mixture was filtered and the filter cake was washed with deionized water and dried to give 4-(4-butylphenyl)benzoic acid (60.0 g, yield: 71.1%) as white solid. The mass spectrum (ESI) showed m/z 255.0 ([M+H]+). | | References | [1] Patent: WO2013/123456, 2013, A1. Location in patent: Paragraph 00269; 00271
[2] Patent: WO2017/84629, 2017, A1. Location in patent: Paragraph 00341
[3] Patent: WO2017/84630, 2017, A1. Location in patent: Paragraph 00444
[4] Patent: US2013/217619, 2013, A1. Location in patent: Page/Page column |
| | 4-(4-n-Butylphenyl)benzoic acid Preparation Products And Raw materials |
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