HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → methyl N-{2-fluoro-4-chloro-5-(3-methylcyclopentyl)oxyphenyl}carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Methylcyclopentyl 4-methylbenzene-1-sulfonate | HCID 19042338 | — |
| Reactant | methyl N-(2-fluoro-4-chloro-5-isobutyloxycarbonyloxyphenyl)carbamate | HCID 19374471 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | methyl N-{2-fluoro-4-chloro-5-(3-methylcyclopentyl)oxyphenyl}carbamate | HCID 19374472 | 75.2% |
Reaction Steps
A solution of methyl N-(2-fluoro-4-chloro-5-isobutyloxycarbonyloxyphenyl)carbamate (5.37 g, 16.8 mmol) prepared by the process as shown in Reference Example 3, 3-methylcyclopentyl p-toluenesulfonate (5.0 g, 20.2 mmol) and potassium carbonate (2.32 g, 16.8 mmol) in methanol (50 ml) was stirred for 5 hours under refluxing. After completion of the reaction, the reaction mixture was poured into 1N hydrochloric acid (100 ml), and the mixture was extracted with ethyl acetate (50 ml×3 times). The organic layer was dried, and the solvent was distilled off under reduced pressure to obtain methyl N-{2-fluoro-4-chloro-5-(3-methylcyclopentyl)oxyphenyl}carbamate as grey white crystals (3.81 g, 12.6 mmol, 75.2% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05464811 |
| Source dataset | uspto-grants-1995_11 |
| ORD ID | ord-4711a0e538724b95a76f5acf29fea76d |
| Source note | uspto-grants-1995_11 |