HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl alpha-[6-methyl-4-(3-phenylphenoxy)-5-pyrimidinyl]-beta-methoxyacrylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Methyl formate | HCID 7865 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl alpha-[2-methyl-4-(3-phenylphenoxy)-5-pyrimidinyl]-acetate | HCID 19044669 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | Methyl alpha-[6-methyl-4-(3-phenylphenoxy)-5-pyrimidinyl]-beta-methoxyacrylate | HCID 54403586 | — |
Reaction Steps
Methyl α-[2-methyl-4-(3-phenylphenoxy)-5-pyrimidinyl]-acetate (8 mmol) are dissolved in methyl formate (10 ml) and added to a suspension of NaH (0.6 g, 80% in oil, 20 mmol) in 1,2-dimethoxyethane at room temperature. After 16 hours methyl iodide (2.5 ml, 40 mmol) is added with cooling. After further 2 hurs the reaction mixture is diluted with ether and washed with brine. Drying and chromatography on silicagel (eluent: hexane/ethlyacetate 1:1) gives the pure methyl α-[6-methyl-4-(3-phenylphenoxy)-5-pyrimidinyl]-β-methoxyacrylate as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05453427 |
| Source dataset | uspto-grants-1995_09 |
| ORD ID | ord-1a51eb2998804c648a52877e26c86cfd |
| Source note | uspto-grants-1995_09 |