Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nanofin | HCID 68843 | — |
| Reactant | 1-(Difluoromethoxy)-4-ethynylbenzene | HCID 2778497 | — |
| Reactant | HCID 67539254 | HCID 67539254 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67537407 | HCID 67537407 | 53.4% |
Reaction Steps
A mixture of diethyl[(3-bromophenyl)(fluoro)methyl]phosphonite (5.5 g, 17.0 mmol), 2,6-dimethylpiperidine (10 mL), and 1-(difluoromethoxy)-4-ethynylbenzene (3.38 g, 20.4 mmol) was degassed with argon for 5 minutes. Then, tetrakis(triphenylphosphine) palladium (0) (983 mg, 0.85 mmol) was added and the mixture was stirred at 80° C. for 5 hours. The mixture was poured into water and extracted with EtOAc. The organic extracts were dried over MgSO4. Evaporation and purification by ICSO (hexane/EtOAc 1/1) gave diethyl[(3-{[4-(difluoromethoxy)phenyl]ethynyl}phenyl)(fluoro)methyl]phosphonite (3.6 g) as a clear oil; MS m/e (M+H)+ 413.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07723368B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-266bc708f4fb44749b0c5617926f178c |
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| Source note | uspto-grants-2010_05 |
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