Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Hydroxyethyl vinyl ether | HCID 12995 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 11400776 | HCID 11400776 | — |
Reaction Steps
A 100 ml round bottom flask fitted with a reflux condenser and a magnetic stirrer was charged with 8.8 grams (0.1 mol) of ethylene glycol monovinyl ether, 14.5 grams (0.12 mol) of allyl bromide, 4.8 grams (0-12 mol) of NaOH, 0.9 grams (3 mol %) of (n-Bu)4NBr, and 20 ml of dried toluene. The white suspension was stirred and heated at 65 ° C. for 12 hours. After cooling the reaction mixture, the resulting light yellow solution was separated from the white solids by decantation and washed with four times with 50 ml portions of water in a separatory funnel. Removal of the solvent under reduced pressure followed by vacuum distillation (b.p. 30° C./0.15 mm Hg gave the desired 1-allyloxy-2-vinyloxyethane as a colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06069259 |
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| Source dataset | uspto-grants-2000_05 |
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| ORD ID | ord-3513aa8e0b77448298c5a9ef374c2db9 |
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| Source note | uspto-grants-2000_05 |
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