Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Pyrrolidone | HCID 12025 | — |
| Reactant | HCID 19386997 | HCID 19386997 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 19386910 | HCID 19386910 | 22.6% |
Reaction Steps
A solution containing 6-nitro-3-acetamidomethyl-3,4-dihydro-3,4-epoxy-2,2-dimethyl-2H-1-benzopyran (0.5 g, 1.72 mmol), 2-pyrrolidinone (0.3 g, 3.48 mmol) and Triton B (40% in ethanol, 0.1 ml) in dioxane (10 ml) was heated at 50° C. for eighteen hours. Water and ethyl acetate were added, and the organic phase separated and evaporated under reduced pressure. The residue was chromatographed on silica gel, eluting with dichloromethane/methanol (95/5), to give crude product which on triturating with diethyl ether afforded 0.14 g of 6-nitro-2,2-dimethyl-3-acetamidomethyl-4-(2-oxopyrrolidin-1-yl)-2H-1-benzopyran, m.p. 205° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05250547 |
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| Source dataset | uspto-grants-1993_10 |
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| ORD ID | ord-96c67382d0ac42988539f96515a85d93 |
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| Source note | uspto-grants-1993_10 |
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