Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitromethane | HCID 6375 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 58718576 | HCID 58718576 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58718575 | HCID 58718575 | — |
Reaction Steps
To a solution of (2) (4.24 g, 23.3 mmol) in THF (15 mL) was added TBAF (32 mL of a 1 M solution in THF, 32 mmol) followed by nitromethane (3 mL) and the reaction heated at 60° C. for 8 hours. After cooling, the reaction mixture was diluted with ethyl acetate (150 mL) and washed with 2N HCl (40 mL) then saturated brine (50 mL). Column chromatography (10:1 heptane/ethyl acetate) gave the product as an oil, 2.24 g, 40%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06921835B2 |
|---|
| Source dataset | uspto-grants-2005_07 |
|---|
| ORD ID | ord-cdfd1f60f02e4468b97cca3585324634 |
|---|
| Source note | uspto-grants-2005_07 |
|---|