Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | 3-Methyl-2-nitrophenol | HCID 21026 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Product | HCID 14977438 | HCID 14977438 | — |
Reaction Steps
To a suspension of sodium hydride (60% in oil, 4.78 g, 0.12 -methyl-2-nitrophenol (known compound) (15.6 g, 0.102 mol) in DMF (50 ml) under nitrogen atmosphere under ice-cooling over a period of 30 minutes. The mixture was stirred at 0° C. for 30 minutes, and thereto was added dropwise chloromethyl methyl ether (9.3 ml, 0.122 mol). The reacion mixture was stirred at 0° C. for 1 hour. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated. The concentrate was purified by column chromatography to give the ether compound (1). Yield 20.1 g (100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05308840 |
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| Source dataset | uspto-grants-1994_05 |
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| ORD ID | ord-b5285b61c3f244aea5cccd73d05889b6 |
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| Source note | uspto-grants-1994_05 |
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