Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Propanol | HCID 1031 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 59820859 | HCID 59820859 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59820902 | HCID 59820902 | 54.5% |
Reaction Steps
1-Propanol (284 mg, 4.72 mmol) was added dropwise at a slow speed to a suspension of sodium hydride (206 mg, 4.72 mmol) in dimethylformamide (4 ml) at 0° under argon atmosphere, then the mixture was stirred at room temperature for 30 minutes. A solution of 2-chloro-5-nitro-4′-(trifluoromethoxy)biphenyl (1.00 g, 3.15 mmol) in dimethylformamide (2 ml) was added dropwise at a slow speed to this mixture at OD, and then stirred at room temperature for 2 hours. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=6:1) to give the title compound (586g, 54.5%) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07884234B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-dfbc0e9078bc4e8a81a844aeba23212d |
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| Source note | uspto-grants-2011_02 |
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