Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 137329872 | HCID 137329872 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 137329871 | HCID 137329871 | 97.1% |
Reaction Steps
1.62 g of triphenylphosphine and 420 mg of imidazole are added in succession to a solution of 2.11 g of alcohol 8 in 41 ml of dichloromethane. The solution is cooled to 0° C., and 2.05 g of tetrabromomethane is added. The reaction mixture is heated to room temperature and stirred until the reaction is completed. For working-up, it is diluted with dichloromethane, the organic phase is washed with water and saturated sodium chloride solution, dried on magnesium sulfate and concentrated by evaporation. Column-chromatographic purification (cyclohexane/ethyl acetate) yields 2.3 g of bromide 10 as a colorless, viscous mass (GC-MS: m/z theor.: 574, pract.: 574).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07375098B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-823907c90fc149d78a0d5d2ddf41daf0 |
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| Source note | uspto-grants-2008_05 |
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