HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 5-Fluoro-8-methoxychromane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | 3-Fluoro-2-(3-hydroxypropyl)-6-methoxyphenol | HCID 59511911 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Fluoro-8-methoxychromane | HCID 59511814 | 82.8% |
Reaction Conditions
| Temperature | -74 °C |
|---|
Reaction Steps
After dissolving 4.78 g of 3-fluoro-2-(3-hydroxypropyl)-6-methoxyphenol and 9.4 g of triphenylphosphine in 70 ml of THF under a nitrogen atmosphere, the mixture was cooled to −74° C. Next, 7 ml of DIAD was added to the reaction mixture, which was then raised to room temperature and stirred overnight. The reaction mixture was concentrated and the residue was purified by silica gel column chromatography (ethyl acetate-heptane system) to obtain the target compound (3.6 g) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807690B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-9d62a0352ff64ff8b6e74796c9176ee0 |
| Source note | uspto-grants-2010_10 |