HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 2-[2-[3-fluoro-4[1-(1-methylethyl)imidazolidin-2,4-dion-3-yl]phenoxymethyl]-5-chloro-phenoxy]propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(2-Fluoro-4-hydroxyphenyl)-1-isopropyl-2,4-imidazolidinedione | HCID 18981073 | — |
| Reactant | Methyl 2-(2-chloromethyl-5-chlorophenoxy)propionate | HCID 53768369 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | Methyl 2-[2-[3-fluoro-4[1-(1-methylethyl)imidazolidin-2,4-dion-3-yl]phenoxymethyl]-5-chloro-phenoxy]propionate | HCID 18981036 | 90.5% |
Reaction Steps
By the method of Example 1, Step K, 0.60 g (0.0024 mole) of 1-(1-methylethyl)-3-(2-fluoro-4-hydroxyphenyl)imidazolidin-2,4-dione, 1.24 g (0.0048 mole) of methyl 2-(2-chloromethyl-5-chlorophenoxy)propionate (Example 2, Step F), and 0.5 g (0.0036 mole) of potassium carbonate were reacted in 25 mL of 2-butanone. After purification, 1.04 g of methyl 2-[2-[3-fluoro-4[1-(1-methylethyl)imidazolidin-2,4-dion-3-yl]phenoxymethyl]-5-chlorophenoxy]propionate was isolated as a yellow oil. The NMR and IR spectra were consistent with the proposed structure. NMR: 1.24 (d, 6H, JHH =8 Hz); 1.64 (d, 3H, JHH =8 Hz); 3.68 (s, 3H); 3.96 (s, 1H); 4.44 (septet, 1H, JHH =8.0 Hz); 5.04 (q, 1H, JHH =8.0 Hz); 5.24 (s, 2 H); 6.80-7.34 (m, 5H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05262390 |
| Source dataset | uspto-grants-1993_11 |
| ORD ID | ord-4a24124d617b40ef88108d4b81f6406e |
| Source note | uspto-grants-1993_11 |