![](/StructureFile/ChemBookStructure7/GIF/CB8728298.gif)
[4-(DIFLUOROMETHOXY)-3-METHOXYPHENYL]METHANOL synthesis
- Product Name:[4-(DIFLUOROMETHOXY)-3-METHOXYPHENYL]METHANOL
- CAS Number:199854-38-1
- Molecular formula:C9H10F2O3
- Molecular Weight:204.17
![4-DIFLUOROMETHOXY-3-METHOXY-BENZALDEHYDE](/CAS/GIF/162401-70-9.gif)
162401-70-9
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![[4-(DIFLUOROMETHOXY)-3-METHOXYPHENYL]METHANOL](/StructureFile/ChemBookStructure7/GIF/CB8728298.gif)
199854-38-1
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Yield:199854-38-1 99%
Reaction Conditions:
Stage #1: 4-(difluoromethoxy)-3-methoxybenzaldehydewith sodium tetrahydroborate in tetrahydrofuran;methanol at 0 - 20; for 0.5 h;
Stage #2: with water;ammonium chloride in tetrahydrofuran;methanol at 0;
Steps:
To a solution of Intermediate 61 (2.7 g, 0.013 mol) in tetrahydrofuran (25 mL) and methanol (5 mL) was cooled at 0°C and sodium borohydride (0.62 g, 0.016 mol) was added in small portions. The mixture was stirred at room temperature for 30 minutes, cooled at 0°C, and a solution of ammonium chloride (25 mL) was added. The crude was extracted with ethyl acetate (2x25 mL). The organic layer was washed with water (2x25 mL), brine (25 mL), dried (Na2SO4), and the solvent removed under reduced pressure. The title compound was obtained (2.7 g, 99%) as an oil. 8 (250 MHz, CDC13) : 3.85 (s, 3H); 4.63 (s, 2H); 6.52 (t, JF-H=75. 0 Hz, 1H) ; 6.86 (dd, J1=2. 0 Hz, J2=8.0 Hz, 1H) ; 6. 98 (d, J=2.0 Hz, 1H) ; 7.10 (d, J=8.0 Hz, 1H).
References:
WO2005/58883,2005,A1 Location in patent:Page/Page column 131