HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl vinyl ether → HCID 12731313, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl vinyl ether | HCID 8023 | — |
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Catalyst | Dirhodium tetraacetate | HCID 152122 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 12731313 | HCID 12731313 | 90.4% |
Reaction Steps
A solution of ethyl vinyl ether (4.5 mL, 47 mmol, 4.9 equiv.) and rhodium(II) acetate dimer (20.0 mg, 45.2 μmol, 4.8 mol %) in DCM (20 mL) at ambient temperature was treated with ethyl 2-diazoacetate (1.00 mL, 9.51 mmol) in 0.1 mL portions over 10 mins, allowing effervescence to subside between additions. The resulting green solution was stirred at ambient temperature for 2 h and concentrated in vacuo. The residue was dissolved in diethyl ether and washed with water, and with brine, dried over magnesium sulfate, filtered and concentrated in vacuo to afford crude ethyl 2-ethoxycyclopropanecarboxylate as a golden yellow oil (1.36 g, 90%) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206175B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-31e74505c4c4472dbb5666bcb872ae23 |
| Source note | uspto-grants-2015_12 |