Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitromethane | HCID 6375 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 10-Undecenoic acid, 9-oxo-, methyl ester | HCID 11127586 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 85527109 | HCID 85527109 | 73% |
Reaction Steps
Nitromethane (10.6 g) is added dropwise to a solution at 0°-5° C. of sodium methoxide prepared from sodium (3.8 g; 0.2 mole) and methanol (165 ml). Ethylacetate (165 ml) is added. The solution is cooled to -20° C. and, in 1 hour, the methyl ester (III) (17.5 g) is added dropwise. The mixture is stirred at -20° C. for 15 minutes and then poured into water/ice. The phases are separated and extracted with ethyl acetate to obtain a thick oil (16.5 g; yield=73%) which is crystallized with pentane to yield the ester (IV).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04894473 |
|---|
| Source dataset | uspto-grants-1990_01 |
|---|
| ORD ID | ord-36cf1bd59f154d92938bce908a5f5a3f |
|---|
| Source note | uspto-grants-1990_01 |
|---|