HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → benzyl N-(2-fluoro-4-chloro-5-methoxycarbonyloxyphenyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Amino-2-chloro-4-fluorophenyl methyl carbonate | HCID 10798930 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | benzyl N-(2-fluoro-4-chloro-5-methoxycarbonyloxyphenyl)carbamate | HCID 19374478 | 91.1% |
Reaction Steps
2-Fluoro-4-chloro-5-methoxycarbonyloxyaniline (2.00 g, 6.86 mmol), potassium carbonate (1.42 g, 10.3 mmol), benzyl chloroformate (1.17 g, 6.86 mmol) and acetone (20 ml) as a solvent were charged into a 100 cc two-necked flask, and heated for 2 hours while refluxing. After completion of the reaction, the mixture was added to 1H hydrochloric acid (50 ml), and extracted with ethyl acetate (50 ml×3). After drying, the organic layer was concentrated to obtain substantially pure benzyl N-(2-fluoro-4-chloro-5-methoxycarbonyloxyphenyl)carbamate as a solid (2.21 g, 91.1% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05424277 |
| Source dataset | uspto-grants-1995_06 |
| ORD ID | ord-24393e1d720f4d3f907623e90df8f15c |
| Source note | uspto-grants-1995_06 |