In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, the common compound, a new synthetic route is introduced below. Formula: C9H7F6NO
Phenylacetyl chloride (940 mg, 6.10 mmol) was added to a solution of methyl 3- amino-2-thiophenecarboxylate (500 mg, 3.18 mmol) and triethylamine (640 mg, 6.30 mmol) in tetrahydrofuran (10 ml), and the resulting mixture was stirred at room temperature for 2 hours. At the end of this time, the reaction mixture was concentrated, and the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with a saturated sodium hydrogencarbonate solution, water and saturated aqueous sodium chloride solution successively, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue obtained was purified by preparative thin layer chromatography to yield pale yellow oil (290 mg, yield: 33percent). This product was dissolved in tetrahydrofuran (3 ml) and methanol (5 ml), and 10percent sodium hydroxide solution (5 ml) was added. The resulting mixture was stirred at room temperature for 36 hours. The reaction mixture was acidified with 1N-hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo to yield a pale purple solid. This product and triphenyl phosphite (282 mg, 0.91 mmol) was dissolved in pyridine (5 ml), and the mixture was stirred at 100°C for 2 hours. 2- (4-AMINOPHENYL)-1, 1, 1, 3,3, 3-hexafluoro-2-propanol (235 mg, 0.91 mmol) was added to the reaction solution, and the mixture was further stirred at 120°C for 4 hours. At the end of this time, the reaction mixture was concentrated in vacuo, and the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with 1N-hydrochloric acid and saturated aqueous sodium chloride solution successively, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue obtained was purified by silica gel column chromatography to yield a pale yellow solid. This product was further purified by preparative thin layer chromatography to yield the title compound as a colorless powder (57 mg, yield: 13percent). mp 257-258°C. IR (KBR) : VMAX 3248, 3088, 1660, 1551, 1268,1213, 1187,937, 708 CRN 1. H-NMR (400MHZ, DMSO-d6) : 8 8.89, (1H, s), 7.68 (2H, d, J = 8.6 Hz), 7.61 (1H, d, J = 5.5 Hz), 7.39 (1H, d, J = 5.5 Hz), 7.33 (2H, d, J = 8.6 Hz), 7.19-7. 08 (3H, m), 6.75 (2H, d, J = 6.3 Hz), 3.82 (2H, s). FABMS (m/z): 485 ([M+H] +).
The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SANKYO COMPANY, LIMITED; X-CEPTOR THERAPEUTICS, INC.; WO2003/106435; (2003); A1;,
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