HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Diethyl 4-(amino(phenyl)methyl)phenylphosphonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (4-Bromophenyl)(phenyl)methanamine | HCID 350040 | — |
| Reactant | Diethylphosphite | HCID 3780918 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Diethyl 4-(amino(phenyl)methyl)phenylphosphonate | HCID 89462707 | — |
Reaction Steps
To 2-b′ (9 g, 25 mmol), diethyl phosphite (10.5 g, 75 mmol) and Et3N (8.5 g, 75 mmol) in toluene was added PdCl2(dppf) (7.5 g). The mixture was allowed to stir overnight at reflux. The mixture was filtered and the filtrate was concentrated under vacuum. The residue was taken into ethyl acetate and washed with saturated NH3Cl. The organic layer was concentrated under vacuum and the residue was purified over silica gel to provide the crude product 2-c (15 g). (M+Na)+=442.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079930B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-ff9f84fb57a74a3492ba554561281064 |
| Source note | uspto-grants-2015_07 |