Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | (3-Hydroxypropyl)triphenylphosphonium bromide | HCID 11025793 | — |
| Reactant | HCID 59867806 | HCID 59867806 | — |
| Product | HCID 67431241 | HCID 67431241 | — |
Reaction Steps
Under nitrogen atmosphere, to a suspension of 497 mg of (3-hydroxy propyl)(triphenyl) phosphonium bromide in THF (5 ml) was added dropwise a solution of 1 mol/L lithium bis-(trimethylsilyl) amide in THF (1.43 ml) under ice cooling. After stirring at room temperature for one hour, the solution was cooled by ice, 300 mg of compound obtained in Example 219 in THF (5 ml) was added to a solution and the reaction mixture was stirred at room temperature for one hour. A saturated aqueous solution of NH4Cl was added to the solution and the resulting mixture was extracted with EtOAc; the organic layer was washed with saturated brine and dried over Na2SO4, then, the drying agent was separated by filtration and the solvent was evaporated under reduced pressure. The obtained residue was purified by column chromatography (silicagel 60N; mobile phase: CHCl3/MeOH=20/1 to 10/1; v/v) to obtain 206 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08030499B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-237cc550a6a64deb8b9c4db0014bef8e |
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| Source note | uspto-grants-2011_10 |
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