HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-[2-fluoro-5-(2-hydroxyphenoxy)-4-nitrophenyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | N-[2-fluoro-5-(2-methoxyphenoxy)-4-nitrophenyl]acetamide | HCID 21933575 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-fluoro-5-(2-hydroxyphenoxy)-4-nitrophenyl]acetamide | HCID 21933568 | 62% |
Reaction Steps
First, 5.4 g of N-[2-fluoro-5-(2-methoxyphenoxy)-4-nitrophenyl]acetamide was dissolved in 50 ml of methylene chloride, to which 4.7 g of boron tribromide was added under ice cooling. After stirring at the same temperature for 2 hours, concentrated hydrochloric acid was added, and the mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate, and then concentrated. The resulting crystals were washed with t-butyl methyl ether to give 3.2 g of N-[2-fluoro-5-(2-hydroxyphenoxy)-4-nitrophenyl]acetamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07538072B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-cb4f7fc8ecaf4a448ec3d8779a573b5a |
| Source note | uspto-grants-2009_05 |