Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Fluoroethanol | HCID 9737 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | DIAD toluene | HCID 66880968 | — |
| Reactant | HCID 123943351 | HCID 123943351 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 123521878 | HCID 123521878 | 94% |
Reaction Steps
The compound (557 mg, 0.876 mmol) of step A, 2-fluoroethanol (84 mg, 1.31 mmol) and triphenylphosphine (345 mg, 1.31 mmol) were dissolved in tetrahydrofuran (4.4 ml), and the mixture was stirred at room temperature. Thereto was slowly added a 40% diisopropyl azodicarboxylate-toluene solution (0.70 ml), and the mixture was stirred at the same temperature for 12 hr. The reaction mixture was diluted with ethyl acetate, and the organic layer was washed with water and saturated brine, and dried over sodium sulfate. The insoluble material was filtered off, and the solution was concentrated under reduced pressure. The obtained oil was purified by silica gel column chromatography (ethyl acetate-hexane) to give the title compound (561 mg, yield 94%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08513235B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-03aae1b546764bd686dc40a6c6dc4ed0 |
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| Source note | uspto-grants-2013_08 |
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