HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tri-o-tolylphosphine → HCID 69663864, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 1-Bromo-4-phenylmethoxybenzene | HCID 138835 | — |
| Reactant | HCID 22257788 | HCID 22257788 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 69663864 | HCID 69663864 | 60.1% |
Reaction Steps
A solution of 3,3-dimethyl-1-(2-pent-4-enoylpyrrolidinyl)pentane-1,2-dione (1.73 g; 6.20 mmol), 4-benzyloxybromobenzene (1.80 g; 6.83 mmol), palladium (II) acetate (70 mg; 0.31 mmol), and tri(orthotolyl)phosphine (380 mg; 1.24 mmol) in triethylamine (23 ml) was refluxed overnight. The mixture was concentrated in vacuo and purified on a silica gel column, eluting with a gradient from 10% ethyl acetate/hexane to 20% ethyl acetate/hexane, to obtain 1.72 g (60%) of 3,3-dimethyl-1-(2-{5-[4-(phenylmethoxy)phenyl]pent-4-enoyl}pyrrolidinyl)pentane-1,2-dione as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06218424B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-4ce72148170c471da0fadc0f68790a20 |
| Source note | uspto-grants-2001_04 |