HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Diethyl 4-((methoxycarbonyl)(phenyl)methyl)phenylphosphonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethylphosphite | HCID 3780918 | — |
| Reactant | Methyl 2-(4-bromophenyl)-2-phenylacetate | HCID 57779541 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Diethyl 4-((methoxycarbonyl)(phenyl)methyl)phenylphosphonate | HCID 89462076 | 94% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
To a solution of compound Methyl 2-(4-bromophenyl)-2-phenylacetate, 14-d, (1.52 g, 5.0 mmol), diethylphosphite (2.42 g, 17.5 mmol) and triethylamine (3.13 g, 31 mmol) in toluene (20 mL) was added [1,1′-bis(diphenylphosphino)ferrocene]dicholoropalladium (100 mg). The mixture was allowed to stir overnight at 110° C. and filtrated. The solution was concentrated to afford the crude product which was purified by column chromatography to give compound 14-e as colorless oil (1.7 g, 94%). 1H NMR (300 MHz, CDCl3) δ1.29-1.35 (m, 6H), 3.73 (s, 3H), 4.10-4.13 (m, 4H), 5.03 (s, 1H), 7.23-7.40 (m, 7H), 7.69-7.77 (m, 2H). LC-MS: (M+H)+ 363.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079930B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-d5868aed4c4b43c49d66d73b839d5760 |
| Source note | uspto-grants-2015_07 |