4-tert-butyl-3,5-difluorophenol synthesis
- Product Name:4-tert-butyl-3,5-difluorophenol
- CAS Number:910486-78-1
- Molecular formula:C10H12F2O
- Molecular Weight:186.2
1634-04-4
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Yield:910486-78-1 69%
Reaction Conditions:
with zirconium tetrachloride at 10 - 40; for 4 h;
Steps:
113.1 (Step 1)
(Step 1)
To a solution of 3,5-difluorophenol (17.0 g, 130.68 mmol) in 2-methoxy-2-methylpropane (34 mL, 285.43 mmol) was slowly added zirconium(IV) chloride (15.23 g, 65.34 mmol) while the mixture was kept at 30 to 40°C.
The mixture was stirred at room temperature for 2 hr, and then, zirconium(IV) chloride (15.23 g, 65.34 mmol) was slowly added thereto.
The mixture was stirred at room temperature for 2 hr, and poured into ice and 8N aqueous sodium hydroxide solution (90 mL).
Diethyl ether (about 400 mL) was added thereto, and the insoluble substance was removed by filtration.
The filtrate was washed with brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure.
The obtained residue was purified by silica gel column chromatography (solvent gradient; 0→10% ethyl acetate/hexane) to give 4-(tert-butyl)-3,5-difluorophenol (16.80 g, 90 mmol, 69.0%) as a brown oil. 1H NMR(300 MHz,CDCl3):δ1.42(9H,t,J=2.3 Hz),5.07-5.26(1H,m),6.24-6.42(2H,m)
References:
EP3018123,2016,A1 Location in patent:Paragraph 0687
2713-34-0
390 suppliers
$5.00/1g
910486-78-1
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