Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | p-Ethynyltoluene | HCID 13018 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | HCID 86041878 | HCID 86041878 | — |
| Catalyst | Gold | HCID 23985 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 72705808 | HCID 72705808 | 34% |
Reaction Steps
A gold (Ag(I)) catalyst {[Au(JohnPhos)NCCH3]+SbF6—} [JohnPhos:(2-biphenyl)di-tert-butylphosphine] (11.3 mg, 0.015 mmol) was put into a reaction container, and dichloroethane (0.4 mL) was added thereto. After stirring at room temperature for 5 minutes, ethyl hydrogen phenylethynylphosphonate (63.0 mg, 0.3 mmol) diluted with 0.5 mL of dichloroethane was added thereto. Then 1-ethynyl-4-methylbenzene (174 mg, 1.5 mmol) was put thereinto, followed by stirring at 30° C. for 16 hours, and when all of the starting materials disappeared in the TLC, the reaction was allowed to be completed. After the solvent was removed under low atmospheric pressure, the product was separated by chromatography to obtain 2-ethoxy-4-phenyl-6-p-methylphenyl-1,2-oxaphosphorin 2-oxide (33.2 mg, 34%) which is a title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09200019B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-2f7bb2fb4ab7473fb544d00367162b7d |
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| Source note | uspto-grants-2015_12 |
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