Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-hydroxy-3-methoxy-2-nitrobenzonitrile | HCID 7059265 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57599641 | HCID 57599641 | 84% |
Reaction Steps
A mixture of 4-hydroxy-3-methoxy-2-nitrobenzonitrile 1.00 g, chloromethyl methyl ether 0.47 mL (6.18 mmol) and potassium carbonate 3.56 g (25.8 mmol) in N,N-dimethylformamide 10 mL was stirred at 50° C. for 2 hours. The reaction mixture was poured into water and extracted into diethyl ether. The organic layer was washed with brine, dried over MgSO4, filtrated and the solvent was evaporated. Silica gel chromatography (n-hexane/AcOEt=4/1) afforded the title compound 1.03 g as colorless solid. Yield 83.5%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07511041B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-930fcbcc989644c685589bbc369dfca5 |
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| Source note | uspto-grants-2009_03 |
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