1-(2,5-DIFLUOROPHENYL)ETHANOL synthesis
- Product Name:1-(2,5-DIFLUOROPHENYL)ETHANOL
- CAS Number:3874-31-5
- Molecular formula:C8H8F2O
- Molecular Weight:158.15
446-29-7
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Yield:3874-31-5 97%
Reaction Conditions:
with sodium tetrahydroborate in ethanol at 20; for 0.5 h;
Steps:
18 (RS)-1-(2,5-difluorophenyl)ethanol
(Reference Example 18)
(RS)-1-(2,5-difluorophenyl)ethanol
While performing stirring, 10 g (260 mmol) of sodium borohydride was added to an ethanol (200 ml) solution of 39.0 g (250 mmol) of 1-(4-fluoro-2-methylphenyl)ethanone (a combination of products of Wako Pure Chemical Industries, Ltd. and Tokyo Chemical Industry Co., Ltd.).
The mixture was stirred at room temperature for 30 minutes.
After the completion of the reaction, the reaction mixture liquid was concentrated under reduced pressure.
Water was added, and the resultant mixture was extracted with ethyl acetate.
The organic phase was washed with saturated brine, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure.
The residue was subjected to silica gel column chromatography (eluting solvent: hexane:ethyl acetate = 90:10 to 69:31 (V/V)), and the fraction containing the target compound was concentrated under reduced pressure to give the title compound weighing 41.5 g (243 mmol, yield 97%) as a colorless oil. 1H-NMR spectrum (400MHz, CDCl3) δ: 7.25-7.19 (1H, m), 7.01-6.87 (2H, m), 5.22-5.14 (1H, m), 1.88 (1H, d, J = 4.3 Hz), 1.50 (3H, d, J = 6.4 Hz).
References:
EP3162801,2017,A1 Location in patent:Paragraph 0181; 0182
1979-36-8
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540-36-3
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