HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl vinyl ether → HCID 68822419, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl vinyl ether | HCID 8023 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | HCID 68826874 | HCID 68826874 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Diethylether pentane | HCID 21877078 | — |
| Product | HCID 68822419 | HCID 68822419 | 25% |
Reaction Steps
A mixture of 133 mg (0.5 mmol) of (34) and 67 μl (0.7 mmol) ethyl vinyl ether in 0.4 ml CH2Cl2 was stirred at 40° C. in the presence of 63 mg (0.25 mmol) pyridinium p-toluenesulfonate (PPTS) for 3 hours (57% conversion). Flash chromatography of the reaction mixture, using SiO2 (14 g) and n-pentane/diethyl ether=9:1 as eluent, afforded 42 mg (25%) of (35) as a ˜1:1 mixture of diastereomers and 72 mg (0.27 mmol) of the starting material (34).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07470820B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-602202c7721a45e48436bef0a02b38ef |
| Source note | uspto-grants-2008_12 |