HuagongsheHuagongshe Chemistry Print Report · For research reference only
Einecs 211-027-4 → 1-(2-Fluoro-3-hydroxy-6-nitrophenyl)propan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Einecs 211-027-4 | HCID 69401 | — |
| Reactant | 1-(3-(Benzyloxy)-2-fluoro-6-nitrophenyl)propan-2-one | HCID 11289663 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(2-Fluoro-3-hydroxy-6-nitrophenyl)propan-2-one | HCID 22337995 | 81.1% |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
Method R-2: A mixture of 1-(3-benzyloxy-2-fluoro-6-nitrophenyl)-propan-2-one (65.0 g, 0.214 mol) and pyridinium chloride (60.74 g, 0.526 mol) was stirred at 180° C. for 1 hr. The reaction mixture was cooled to room temperature, diluted with 3N HCl (100 mL) and ethyl acetate (500 mL) and filtered. The aqueous layer was extracted with ethyl acetate (2×) and the combined organic layers were washed with brine, dried (MgSO4),s filtered through a pad of silica gel and concentrated in vacuo. The residue was decolorized with charcoal in methanol, filtered and concentrated in vacuo to afford 1-(2-fluoro-3-hydroxy-6-nitrophenyl)-propan-2-one (37 g, 81%) as a brown solid. LC/MS; (M+H)+=213.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820814B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-52f01630e5334fce86a869743bf1846c |
| Source note | uspto-grants-2010_10 |