Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-(2-Hydroxy-4-nitrophenyl)acetamide | HCID 3749260 | — |
| Solvent | Water | HCID 962 | — |
| Product | Ace-011 | HCID 2877953 | 100% |
Reaction Steps
To 400 g of 2-acetamido-5-nitrophenol in a 12-L, 4-necked flask equipped with a reflux condenser, nitrogen inlet, thermocouple, addition funnel, and mechanical stirrer was added 790 g of potassium carbonate and 2.0 L of dimethylformamide. The mixture was stirred at 60° C. as 294 g of ethyl bromide was added over 30 minutes. After 1 hour, an additional 27 g of ethyl bromide was added and the mixture was stirred at 60° C. for another hour. The mixture was cooled to room temperature and poured into 4 L of water. After 30 minutes, the product was collected by filtration and washed with water and heptane. The product was dried in a vacuum oven at 60° C. to give 457 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07399865B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-2b1b7385f7f6411ba627529b1292801d |
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| Source note | uspto-grants-2008_07 |
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