HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → methyl 7-(benzenesulfonylmethyl)-4-methyl-4H-furo[2,3-c]chromene-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Methyl 6-(benzenesulfonylmethyl)-2-hydroxy-3-[2-(1-hydroxyethyl)-furan-3-yl]-benzoate | HCID 66685568 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | methyl 7-(benzenesulfonylmethyl)-4-methyl-4H-furo[2,3-c]chromene-6-carboxylate | HCID 66685680 | 94.6% |
Reaction Steps
Diisopropyl azodicarboxylate (0.02 g) was added to a solution of methyl 6-(benzenesulfonylmethyl)-2-hydroxy-3-[2-(1-hydroxyethyl)-furan-3-yl]-benzoate (Intermediate 20, 0.042 g) and triphenylphosphine (0.026 g) in THF (2 mL) and the mixture was stirred for 1 hour. The mixture was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 5-10% to give methyl 7-(benzenesulfonylmethyl)-4-methyl-4H-furo[2,3-c]chromene-6-carboxylate (0.038 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266896B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-881471c1a1964eb2aa66d196f89565d2 |
| Source note | uspto-grants-2016_02 |