Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Iodine | HCID 807 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 178455780 | HCID 178455780 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178455774 | HCID 178455774 | 71% |
Reaction Steps
Under a nitrogen atmosphere, (trans-4-vinyl cyclohexyl) methanol (7) (12.0 g), imidazole (7.6 g), and triphenylphosphine (Ph3P) (29.2 g) were put in toluene (200 ml) and stirred at 5° C. Iodine (27.2 g) was divided into 10 parts and added thereto in the temperature range of 5 to 10° C., and then stirred for another 3 hours . Completion of the reaction was confirmed by means of gas chromatographic analysis. The deposit was removed from the reaction mixture obtained by filtration, and the solvent was distilled off from the filtrate under reduced pressure. The residue obtained was purified with a fractional operation by means of column chromatography using heptane as the eluent and silica gel as the stationary phase powder, and dried, giving 15.2 g of 1-iodomethyl-trans-4-vinylcyclohexane (8). The yield based on the compound (7) was 71.0%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08580142B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-b62fb023494141d59dae2696b8c115f3 |
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| Source note | uspto-grants-2013_11 |
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