Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Methoxypropene | HCID 8300 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (2,4-Dibromophenyl)methanol | HCID 17836195 | — |
| Reactant | Pyridinium.p-toluenesulfonate | HCID 22033616 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67079339 | HCID 67079339 | — |
Reaction Steps
Under a nitrogen atmosphere, to a solution of 2,4-dibromobenzyl alcohol (40 g, 0.15 mol) in tetrahydrofuran (300 ml) was added 2-methoxypropene (144 ml, 1.5 mol) at room temperature, and then the mixture was cooled to 0° C. At the same temperature, pyridinium p-toluenesulfonic acid (75 mg, 0.30 mmol) was added and the mixture was stirred for 1 hour. The reaction mixture was poured into a saturated aqueous solution of sodium hydrogen carbonate cooled to 0° C., and extracted with toluene. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the titled compound as an oil in quantitative yield. The product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08569520B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-945da6a0736a4b13951141d77e5718fb |
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| Source note | uspto-grants-2013_10 |
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