HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 2-Methyl-5-[2-[4-(trifluoromethyl)phenoxy]ethyl]furan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-(Trifluoromethyl)phenol | HCID 67874 | — |
| Reactant | Dibenzyl azodicarboxylate | HCID 5387121 | — |
| Reactant | 2-(5-Methylfuran-2-yl)ethan-1-ol | HCID 11062390 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Methyl-5-[2-[4-(trifluoromethyl)phenoxy]ethyl]furan | HCID 21874907 | 66.5% |
Reaction Steps
To a solution of triphenylphosphine (1.56 g, 5.95 mmol) in THF (40 mL) was added DBAD (1.37 g, 5.95 mmol). After 10 min, 4-trifluoromethylphenol (0.964 g, 5.95 mmol) was added. After 10 additional minutes, compound 21A (0.500 g, 3.97 mmol) was added. After 14 h at 25° C., the reaction was concentrated in vacuo and purified by flash chromatography on silica eluting with chloroform to give 0.713 g (44%) of compound 232A as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517904B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-a64ba224a46c47c180f847b01afe3fbd |
| Source note | uspto-grants-2009_04 |