HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499004Generated: November 1, 2026
(Prop-2-yn-1-yl)cyclohexane → 2-Ethoxy-4-p-tolyl-6-(cyclohexylmethyl)-1,2-oxaphosphorin 2-oxide
https://huagongshe.com/reaction/1499004
Participants
| Role | Name | HCID | Charge |
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| Reactant | (Prop-2-yn-1-yl)cyclohexane | HCID 87265 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | Ethyl hydrogen p-tolylethynylphosphonate | HCID 71546601 | — |
| Catalyst | Gold | HCID 23985 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | 2-Ethoxy-4-p-tolyl-6-(cyclohexylmethyl)-1,2-oxaphosphorin 2-oxide | HCID 90019249 | 64% |
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 put thereinto. After stirring at room temperature for 5 minutes, ethyl hydrogen p-tolylethynylphosphonate (67.3 mg, 0.3 mmol) diluted with 0.5 mL of dichloroethane was added thereto, and finally, prop-2-ynylcyclohexane (73.2 mg, 0.6 mmol) was put thereinto. Then, 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-p-tolyl-6-(cyclohexylmethyl)-1,2-oxaphosphorin 2-oxide (66.5 mg, 64%) 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-b19218f2dab046939aa8f396b1d66b9a |
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| Source note | uspto-grants-2015_12 |
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