Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Nitrophenol | HCID 6947 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Bromomethyl methyl ether | HCID 83093 | — |
| Product | ST51040321 | HCID 12210185 | 88% |
Reaction Steps
To a solution of hydroxynitrobenzene (21.2 g, 0.125 mol) in DMF (250 ml) was added sodium hydride (4.5 g, 0.188 mol) at 0° C. under argon. The mixture was allowed to stir at 0° C. for 1 h, then bromomethyl methylether (22 ml, 0.150 mol) was added. After stirring for 18 h at rt the reaction was quenched with water. The mixture was extracted with ethyl acetate (3×30 ml) and the combined organic extracts were washed with brine and dried (Na2SO4). Removal of the solvent under reduce pressure gave the title compound as a brown oil (23.4 g, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06620826B2 |
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| Source dataset | uspto-grants-2003_09 |
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| ORD ID | ord-e130adefaa7b476db8a01eac5761c489 |
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| Source note | uspto-grants-2003_09 |
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