Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexachloroethane | HCID 6214 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 86687033 | HCID 86687033 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86687034 | HCID 86687034 | 49% |
Reaction Steps
To a solution of Intermediate 47a (668 mg, 2.64 mmol), Et3N (1.5 mL, 11 mmol) and Ph3P (1.4 g, 5.3 mmol) in THF (20 mL) at 0° C. was added hexachloroethane (1.25 g, 5.29 mmol). The mixture was stirred at 0° C. for 10 min, then at RT for 1 h. The mixture was partitioned between EtOAc/water and the aqueous extracted with EtOAc. The combined organics were dried (Na2SO4), filtered and concentrated in vacuo. Purification by FCC, using 0-10% MeOH in EtOAc, gave the title compound as a pale brown solid (300 mg, 49%). LCMS (Method 4): Rt 0.39, m/z 235 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09139584B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-4dca9a2065204f008284f7f453a0be17 |
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| Source note | uspto-grants-2015_09 |
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