HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2(3H)-Furanone, dihydro-3-(2-nitrobenzoyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Acetylbutyrolactone | HCID 10601 | — |
| Reactant | 2-Nitrobenzoyl chloride | HCID 11875 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2(3H)-Furanone, dihydro-3-(2-nitrobenzoyl)- | HCID 591740 | 372% |
Reaction Steps
A mixture of Mg(OEt)2 (63 g, 0.55 mole) in toluene, under N2, is treated with dihydro-3-acetyl-(3H)-furanone (141 g, 1.10 mole) at 7°-10° C. over a 15 minute period and stirred at 25°-30° C. for 2 hours. The resultant reaction mixture is treated with a solution of o-nitrobenzoyl chloride (185.7 g, 1.0 mole) in toluene at 25°-35° C. over a 45 minute period, stirred at ambient temperatures for 1.75 hours, treated with 400 mL H2O and heated at 60°-75° until reaction is complete by LC analysis. The resultant reaction mixture is cooled to room temperature and the phases are separated to give the title product as a toluene solution, 875 g, 18% desired product by LC analysis (67% yield). The product solution is used as is in Example 6.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05364968 |
| Source dataset | uspto-grants-1994_11 |
| ORD ID | ord-105d3767e10b4bd0b9837625a0957bbf |
| Source note | uspto-grants-1994_11 |