2-(Difluoromethoxy)-1-fluoro-4-nitro-benzene synthesis
- Product Name:2-(Difluoromethoxy)-1-fluoro-4-nitro-benzene
- CAS Number:97963-50-3
- Molecular formula:C7H4F3NO3
- Molecular Weight:207.11
1895-39-2
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Yield:97963-50-3 4.1 g
Reaction Conditions:
with potassium carbonate in water;N,N-dimethyl-formamide at 100; for 2.5 h;Inert atmosphere;
Steps:
100.1 Example 100: 1-(3-Difluoromethoxy-4-fluoro-phenyl)-4-(2-methyl-imidazol-1-ylmethyl)-1H-[1,2,3]triazole
Step 1: 2-Difluoromethoxy-1-fluoro-4-nitro-benzene [118] A mixture of 2-fluoro-5-nitro-phenol (4.3 g; 27.38 mmol), K2CO3 (4.541 g; 32.85 mmol), sodium chlorodifluoroacetate (8.348 g; 54.76 mmol) in DMF (90 ml), and water (12 ml) was degassed by bubbling nitrogen into the suspension for 5 min., and was then heated to 1000C, under nitrogen, for 2.5h. [119] The heterogeneous mixture was allowed to cool to room temperature, and 12N HCI (8 ml; 96 mmol), and water (12 ml) were successively added, and this mixture was stirred at room temperature for 1 h. The resulting mixture was cooled to 00C, and aqueous 1 N NaOH (100 ml) was then added portion wise. Et2O (250 ml), and water (200 ml) were then added, and the yellow organic layer was further washed with water (150 ml), dried over anhydrous MgSO4, filtered, and concentrated to dryness under reduced pressure. [120] The crude material was purified by FC (DCM / heptane = 1 / 1 to give 4.1 g of 2- difluoromethoxy-1-fluoro-4-nitro-benzene.
References:
WO2016/25917,2016,A1 Location in patent:Paragraph 118-120
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65094-22-6
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