HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 5-Methoxy-5-methyl-4-(4-(methylsulfonyl)phenyl)-3-phenyl-2-(5H)-furanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Hydroxy-4-(4-methanesulfonyl-phenyl)-5-methyl-3-phenyl-5H-furan-2-one | HCID 21472753 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Methoxy-5-methyl-4-(4-(methylsulfonyl)phenyl)-3-phenyl-2-(5H)-furanone | HCID 9885138 | — |
Reaction Steps
To a solution of 5-hydroxy-5-methyl-4-(4-(methylsulfonyl)phenyl)-3-phenyl-2-(5H)-furanone (Example 4) (1.0 g) in 120 mL of MeOH was added 0.1 mL of concentrated H2SO4. The mixture was heated to reflux for 3 days and then treated with 2 mL of Et3N. Methanol was removed under reduced pressure and the residue was purified by silica gel flash chromatography eluted with 4:1 toluene/EtOAc. After a swish from 2:1 hexane/EtOAc, 0.8 g of the title compound was obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05691374 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-8ef8652a40004c6892818cc8eb7d31a1 |
| Source note | uspto-grants-1997_11 |