HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl vinyl ether → HCID 21024017, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl vinyl ether | HCID 8023 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | HCID 21024018 | HCID 21024018 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21024017 | HCID 21024017 | 66% |
Reaction Steps
Pyridinium p-toluenesulfonate (1.8 mg, 7 μmol) was added to a solution of (8E,12E,14E)-7-acetoxy-3-(t-butyldimethylsiloxy)-6,21-dihydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-8,12,14-trien-11-olide (44 mg, 67 μmol) obtained in Example B10 and ethyl vinyl ether (98 mg, 1.35 mmol) in methylene chloride (3 mL), and the mixture was stirred at room temperature for 18 hours. The reaction solution was diluted with ethyl acetate, washed with distilled water and brine, dried over anhydrous magnesium sulfate and evaporated. The resulting residue was purified by silica gel column chromatography (Kanto silica gel 60N, 40 to 50 μm, ethyl acetate:hexane=1:4 to 1:2) to obtain the title compound (35 mg, 66%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07667052B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-9f0a205bc3a84400a6a449c4351fe9f5 |
| Source note | uspto-grants-2010_02 |