HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → 2-Chloro-6-methoxy-3-(trifluoromethyl)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 6-methoxy-3-(trifluoromethyl)quinolin-2(1H)-one | HCID 66980122 | — |
| Product | 2-Chloro-6-methoxy-3-(trifluoromethyl)quinoline | HCID 86689936 | 94% |
Reaction Steps
A solution of 6-methoxy-3-(trifluoromethyl)quinolin-2(1H)-one (4.60 g, 18.9 mmol) in POCl3 (30 mL) was refluxed for 2.5 hours. The solvent was removed under reduced pressure and the residue was neutralized by 2M NaOH to pH 7. An EtOAc workup was followed by removal of volatiles under reduced pressure. The residue was purified by column chromatography on silica gel (PE/EtOAc=15/1) to give the desired product (4.60 g, yield 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09433618B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-b0b427d05c024a839570f58c2bfbaa6c |
| Source note | uspto-grants-2016_09 |