HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroethyl vinyl ether → [2-(Ethenyloxy)ethoxy]benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroethyl vinyl ether | HCID 8074 | — |
| Reactant | Phenolate Sodium | HCID 4445035 | — |
| Reactant | Sodium trifluoromethanesulfonimide | HCID 11077530 | — |
| Reactant | HCID 86754987 | HCID 86754987 | — |
| Catalyst | Titanium Tetrachloride | HCID 24193 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | [2-(Ethenyloxy)ethoxy]benzene | HCID 12437003 | — |
Reaction Steps
The compound phenoxyethylvinylether is prepared by reacting chloroethylvinylether with sodium phenate, followed by polymerization in dichloromethane initiated with TiCl4 at -10° C. By reacting 8.2 g of the polymer with 9.8 g of phenyliodosotoluene sulfonate in 40 mL of a mixture of an equal volume of acetic acid and dichloromethane. A polyiodonium is obtained which is precipitated with ether. The ionic exchange reaction is carried similarly to that of example 3 between 12 g of polymer and 7 g of sodium bis(trifluoromethanesulfonyl)imide. After precipitation and washing with water, there is obtained a sticky mass which is used in a 50% solution of methylethylketone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06008267 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-976dfdbd4e3545c19f9f87cbb4d04e15 |
| Source note | uspto-grants-1999_12 |