HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(3-Acetoxy-2-fluoroprop-1-enyl)-1-(4-chlorophenyl)cyclopropane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 1-(4-Chlorophenyl)-1-(2-fluoro-3-hydroxyprop-1-enyl) cyclopropane | HCID 54354973 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 1-(3-Acetoxy-2-fluoroprop-1-enyl)-1-(4-chlorophenyl)cyclopropane | HCID 54311138 | 87% |
Reaction Steps
Acetyl chloride (0.72 ml) was slowly added to a stirred solution of 1-(4-chlorophenyl)-1-(2-fluoro-3-hydroxyprop-1-enyl)cyclopropane (Example 9) (0.36 g) in benzene (20 ml) and pyridine (0.14 ml) at 0° C., and stirring was continued for 24 h while the mixture warmed to room temperature. After addition of water (10 ml), the mixture was extracted with diethyl ether (3×20 ml) and the combined organic layers were washed with water (3×10 ml) and evaporated under reduced pressure. The residue was chromatographed on silica using diethyl ether/hexane (1:9) to yield 1-(3-acetoxy-2-fluoroprop-1-enyl)-1-(4-chlorophenyl)cyclopropane (0.37 g, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05763700 |
| Source dataset | uspto-grants-1998_06 |
| ORD ID | ord-05b2ff4f771a4e3fb95b68d57bca1849 |
| Source note | uspto-grants-1998_06 |