Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Vinyl Acetate | HCID 7904 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-[(3-Ethyl-3-oxetanyl)methoxy]cyclohexanol | HCID 66712789 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 25158285 | HCID 25158285 | 92% |
Reaction Steps
Independently, a mixture (100 ml) of sodium carbonate (0.06 mol) with toluene was raised in temperature to 95° C. While maintaining the temperature at 95° C., 4.2 g of vinyl acetate was added dropwise, and 15 minutes later, di-μ-chlorobis(1,5-cyclooctadiene)diiridium(I) [Ir(cod)Cl]2 (0.5 mmol) was added. Next, 4-(3-ethyloxetan-3-yl-methoxy)cyclohexanol (0.05 mol) was added dropwise over 2 hours, followed by performing a reaction in a nitrogen atmosphere while adding 12.6 g of vinyl acetate dropwise and maintaining the reaction temperature at 95° C. After the completion of the dropwise addition and subsequent stirring for 1 hour, the reaction mixture was analyzed by gas chromatography and found that there was formed 3-ethyl-3-(4-vinyloxycyclohexyloxymethyl)oxetane represented by following formula in a yield of 92%. This was subjected to a 1H-NMR (CDCl3) measurement and found that signals specific to vinyl group were observed at 6.5 ppm, 4.2 ppm, and 4.04 ppm, as in Synthesis Example 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08975349B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-92757a1f5b784a2498af2f2c803c581b |
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| Source note | uspto-grants-2015_03 |
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