Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | 6-Nitro-o-anisidine | HCID 85491 | — |
| Reactant | 2,2,2-Trichloroethyl chloroformate | HCID 87063 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70127773 | HCID 70127773 | — |
Reaction Steps
To a solution of 2-methoxy-6-nitroaniline (2g; 0.0119 moles) in anhydrous THF (20 ml), trichloroethyl chloroformate (1.43 ml; 0.01189 moles) was added dropwise. The reaction was heated for 45 minutes at 60° C., the solvent was then removed under vacuum and the crude residue was dissolved in dioxane (20 ml). To this solution, benzyl alcohol (2.46 ml; 0.0237 mmoles) was added and the reaction mixture was refluxed for 8 hours. The solvent was then removed under vacuum and the crude residue was poured into diluted 10% HCl. The title compound was extracted into ethyl ether. The crude brown oil was crystallized with diisopropyl ether to give a light brown solid. 1.9 g; m.p. 78-80° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06281218B1 |
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| Source dataset | uspto-grants-2001_08 |
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| ORD ID | ord-31ca015542f54f66a76b7a6966c24db7 |
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| Source note | uspto-grants-2001_08 |
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