HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylsilane → Methyl 3,5-diallyloxy-2-ethylphenylacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 2-acetyl-3,5-diallyloxyphenylacetate | HCID 68421776 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | Methyl 3,5-diallyloxy-2-ethylphenylacetate | HCID 23116370 | 62% |
Reaction Steps
Methyl 2-acetyl-3,5-diallyloxyphenylacetate (1.1 g, 3.7 mmol) obtained in Example 5, Step 2 was dissolved in trifluoroacetic acid (5.0 mL), and triethylsilane (1.2 mL, 7.5 mmol) was added thereto, followed by stirring at room temperature for 1 hour. The reaction mixture was gradually added to a saturated aqueous solution of sodium hydrogencarbonate for neutralization, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane-ethyl acetate/hexane=1/4) to obtain methyl 3,5-diallyloxy-2-ethylphenylacetate (0.66 g, 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07538224B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-42343de7c7db4d629c09b3dbcbb376b5 |
| Source note | uspto-grants-2009_05 |